# US 11,078,204 B2 · Heterocyclic derivatives as PI3K inhibitors

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- Number: US 11,078,204 B2
- Document ID: US11078204B2
- Status: Granted
- Kind: B2
- Application number: 16/681,014
- Filed: 2019-11-12
- Published: 2020-05-14
- Granted: 2021-08-03
- Earliest claimed: 2018-11-13
- Assignees: Incyte Corporation
- Applicants: Incyte Corporation
- Inventors: Stacey Shepard; Yanran Ai; Andrew P. Combs; Nikoo Falahatpisheh; Lixin Shao; Artem Shvartsbart
- Web page: https://patentgrep.com/patent/US11078204B2

## CPC

- C07D 487/04: Ortho-condensed systems
- A61P 9/00: Drugs for disorders of the cardiovascular system
- A61P 25/28: for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A61P 35/00: Antineoplastic agents
- A61P 37/00: Drugs for immunological or allergic disorders
- C07D 519/00: Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

This application relates to compounds of Formula (I): or pharmaceutically acceptable salts thereof, which are inhibitors of PI3K-γ which are useful for the treatment of disorders such as autoimmune diseases, cancer, cardiovascular diseases, and neurodegenerative diseases.

## Claims

### Claim 1

A compound of Formula (IIu):
or a pharmaceutically acceptable salt thereof; wherein:
X2 is N or CR2;
R2 is selected from H, D, halo, CN, OH, NH2, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, and C3-7 cycloalkyl;
provided that:
when X2 is N, then R1 is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa1, SRa1, NHORa1, C(O)Rb1, C(O)NRc1Rd1, C(O)NRc1(ORa1), C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1Rd1, NRc1NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, and NRc1C(O)NRc1Rd1, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R1 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R1A substituents; or
when X2 is CR2, then R1 is selected from D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa1, SRa1, NHORa1, C(O)Rb1, C(O)NRc1Rd1, C(O)NRc1(ORa1), C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1Rd1, NRc1NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, and NRc1C(O)NRc1Rd1, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R1 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R1A substituents;
each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra1, Rb1, Rc1 and Rd1 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R1A substituents;
or, any Rc1 and Rd1, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R1A substituents;
each R1A is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa11, SRa11, NHORa11, C(O)Rb11, C(O)NRc11Rd11, C(O)NRc11(ORa11), C(O)ORa11, OC(O)Rb11, OC(O)NRc11Rd11, NRc11Rd11, NRc11NRc11Rd11, NRc11C(O)Rb11, NRc11C(O)ORa11, and NRc11C(O)NRc11Rd11, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R1A are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected RM substituents;
each Ra11, Rb11, Rc11, and Rd11 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra11, Rb11, Rc11 and Rd11 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected RM substituents;
or, any Rc11 and Rd11, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected RM substituents;
each RM is independently selected from D, OH, NO2, CN, halo, C1-3 alkyl, C2-3 alkenyl, C2-3 alkynyl, C1-3 haloalkyl, cyano-C1-3 alkyl, HO—C1-3 alkyl, C1-3 alkoxy-C1-3 alkyl, C3-6 cycloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, amino, C1-3 alkylamino, di(C1-3 alkyl)amino, thio, C1-3 alkylthio, C1-3 alkylsulfinyl, C1-3 alkylsulfonyl, carbamyl, C1-3 alkylcarbamyl, di(C1-3 alkyl)carbamyl, carboxy, C1-3 alkylcarbonyl, C1-4 alkoxycarbonyl, C1-3 alkylcarbonylamino, C1-3 alkoxycarbonylamino, C1-3 alkylcarbonyloxy, aminocarbonyloxy, C1-3 alkylaminocarbonyloxy, di(C1-3 alkyl)aminocarbonyloxy, C1-3 alkylsulfonylamino, aminosulfonyl, C1-3 alkylaminosulfonyl, di(C1-3 alkyl)aminosulfonyl, aminosulfonylamino, C1-3 alkylaminosulfonylamino, di(C1-3 alkyl)aminosulfonylamino, aminocarbonylamino, C1-3 alkylaminocarbonylamino, and di(C1-3 alkyl)aminocarbonylamino;
R3 is selected from H, D, halo, CN, OH, NH2, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, cyano-C1-6 alkyl, HO—C1-6 alkyl, C1-6 alkoxy-C1-6 alkyl, C3-6 cycloalkyl, C1-6 alkylamino, di(C1-6 alkyl)amino, and C(O)NRa3Rb3;
each Ra3 and Rb3 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of Ra3 and Rb3 are each optionally substituted with 1, 2, 3 or 4 independently selected RM substituents;
or, any Ra3 and Rb3, attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
R6 is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa6, SRa6, NHORa6, C(O)Rb6, C(O)NRc6Rd6, C(O)NRc6(ORa6), C(O)ORa6, OC(O)Rb6, OC(O)NRc6Rd6, NRc6Rd6, NRc6NRc6Rd6, NRc6C(O)Rb6, NRc6C(O)ORa6, NRc6C(O)NRc6Rd6, C(═NRe6)Rb6, C(═NOH)Rb6, C(═NCN)Rb6, C(═NRe6)NRc6Rd6, NRc6C(═NRe6)NRc6Rd6, NRc6C(═NOH)NRc6Rd6, NRc6C(═NCN)NRc6Rd6, NRc6C(═NRe6)Rb6, NRc6S(O)NRc6Rd6, NRc6S(O)Rb6, NRc6S(O)2Rb6, NRc6S(O)(═NRe6)Rb6, NRc6S(O)2NRc6Rd6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, S(O)2NRc6Rd6, S(O)(═NRe6)Rb6, OS(O)(═NRe6)Rb6, OS(O)2Rb6, and SF5, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R6 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R6A substituents;
each Ra6, Rb6, Rc6, and Rd6 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra6, Rb6, Rc6 and Rd6 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R6A substituents;
or, any Rc6 and Rd6, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R6A substituents;
each Re6 is independently selected from H, OH, CN, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C2-6 alkenyl, and C2-6 alkynyl;
each R6A is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa61, SRa61, NHORa61, C(O)Rb61, C(O)NRc61Rd61, C(O)NRc61 (ORa61), C(O)ORa61, OC(O)Rb61, OC(O)NRc61Rd61, NRc61Rd61, NRc61NRc61Rd61, NRc61C(O)Rb61, NRc61C(O)ORa61, NRc61C(O)NRc61Rd61, C(═NRe61)Rb61, C(═NOH)Rb61, C(═NCN)Rb61, C(═NRe61)NRc61Rd61, NRc61C(═NRe61)NRc61Rd61, NRc61C(═NOH)NRc61Rd61, NRc61C(═NCN)NRc61Rd61, NRc61C(═NRe61)Rb61, NRc61S(O)NRc61Rd61, NRc61S(O)Rb61, NRc61S(O)2Rb61, NRc61S(O)(═NRe61)Rb61, NRc61S(O)2NRc61Rd61, S(O)Rb61, S(O)NRc61Rd61, S(O)2Rb61, S(O)2NRc61Rd61, S(O)(═NRe61)Rb61, OS(O)(═NRe61)Rb61, OS(O)2Rb61, and SF5, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R6A are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected RM substituents;
each Ra61, Rb61, Rc61, and Rd61 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra61, Rb61, Rc61 and Rd61 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected RM substituents;
or, any Rc61 and Rd61, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected RM substituents;
each Re61 is independently selected from H, OH, CN, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C2-6 alkenyl, and C2-6 alkynyl;
X9 is NR9N, or C(R9)2;
X11 is NR11N, or C(R11)2;
R9N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, C(O)Rb9N, C(O)NRc9NRd9N, C(O)ORa9N, C(═NRe9N)Rb9N, C(═NRe9N)NRc9NRd9N, C(═NCN)NRc9NRd9N, C(═NORa9N)NRc9N, S(O)2Rb9N, S(O)(═NRc9N)Rd9N, and S(O)2NRc9NRd9N, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R9N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R9NA substituents;
each Ra9N, Rb9N, Rc9N, and Rd9N is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra9N, Rb9N, Rc9N, and Rd9N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R9NA substituents;
or, any Rc9N and Rd9N, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R9NA substituents;
each Re9N is independently selected from H, OH, CN, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C2-6 alkenyl, and C2-6 alkynyl;
each R9NA is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa9N2, SRa9N2, NHORa9N2, C(O)Rb9N2, C(O)NRc9N2Rd9N2, C(O)NRc9N2(ORa9N2), C(O)ORa9N2, OC(O)Rb9N2, OC(O)NRc9N2Rd9N2, NRc9N2Rd9N2, NRc9N2NRc9N2Rd9N2, NRc9N2C(O)Rb9N2, NRc9N2C(O)ORa9N2, and NRc9N2C(O)NRc9N2Rd9N2, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of R9NA are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
each Ra9N2, Rb9N2, Rc9N2, and Rd9N2 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of Ra9N2, Rb9N2, Rc9N2 and Rd9N2 are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
or, any Rc9N2 and Rd9N2, attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
each R9 is independently selected from H, D, halo, oxo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa91, SRa91, NHORa91, C(O)Rb91, C(O)NRc91Rd91, C(O)NRc91(ORa91), C(O)ORa91, OC(O)Rb91, OC(O)NRc91Rd91, NRc91Rd91, NRc91NRc91Rd91, NRc91C(O)Rb91, NRc91C(O)ORa91, and NRc91C(O)NRc91Rd91, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R9 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R9A substituents;
or, alternatively, two R9 groups together form an oxo group;
each Ra91, Rb91, Rc91, and Rd91 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra91, Rb91, Rc91 and Rd91 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R9A substituents;
or, any Rc91 and Rd91, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R9A substituents;
each R9A is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa92, SRa92, NHORa92, C(O)Rb92, C(O)NRc92Rd92, C(O)NRc92(ORa92), C(O)ORa92, OC(O)Rb92, OC(O)NRc92Rd92, NRc92Rd92, NRc92NRc92Rd92, NRc92C(O)Rb92, NRc92C(O)ORa92, and NRc92C(O)NRc92Rd92, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of R9A are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
each Ra92, Rb92, Rc92, and Rd92 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of Ra92, Rb92, Rc92 and Rd92 are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
or, any Rc92 and Rd92, attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
R10N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, C(O)Rb10N, C(O)NRc10NRd10N, C(O)ORa10N, C(═NRe10N)Rb10N, C(═NRe10N)NRc10NRd10N, C(═NCN)NRc10NRd10N, C(═NORa10N)NRc10N, S(O)2Rb10N, S(O)(═NRc10N)Rd10N, and S(O)2NRc10NRd10N, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R10N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R10NA substituents;
each Ra10N, Rb10N, Rc10N, and Rd10N is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra10N, Rb10N, Rc10N, and Rd10N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R10NA substituents;
or, any Rc10N and Rd10N, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R10NA substituents;
each Re10N is independently selected from H, OH, CN, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C2-6 alkenyl, and C2-6 alkynyl;
each R10NA is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa10N2, SRa10N2, NHORa10N2, C(O)Rb10N2, C(O)NRc10N2Rd10N2, C(O)NRc10N2(ORa10N2), C(O)ORa10N2, OC(O)Rb10N2, OC(O)NRc10N2Rd10N2, NRc10N2Rd10N2, NRc10N2NRc10N2Rd10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, NRc10N2C(O)NRc10N2Rd10N2, and NRc10N2S(O)2Rb10N2 wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of R10NA are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of Ra10N2, Rb10N2, Rc10N2 and Rd10N2 are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
or, any Rc10N2 and Rd110N2, attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
R11N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, C(O)Rb11N, C(O)NRc11NRd11N, C(O)ORa11N, C(═NRe11N)Rb11N, C(═NRe11N)NRc11NRd11N, C(═NCN)NRc11NRd11N, C(═NORa11N)NRc11N, S(O)2Rb11N, S(O)(═NRc11N)Rd11N, and S(O)2NRc11NRd11N, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R11N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R11NA substituents;
each Ra11N, Rb11N, Rc11N, and Rd11N is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra11N, Rb11N, Rc11N, and Rd11N are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R11NA substituents;
or, any Rc11N and Rd11N, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R11NA substituents;
each Re11N is independently selected from H, OH, CN, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C2-6 alkenyl, and C2-6 alkynyl;
each R11NA is independently selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa11N2, SRa11N2, NHORa11N2, C(O)Rb11N2, C(O)NRc11N2Rd11N2, C(O)NRc11N2(ORa11N2), C(O)ORa11N2, OC(O)Rb11N2, OC(O)NRc11N2Rd11N2, NRc11N2Rd11N2, NRc11N2NRc11N2Rd11N2, NRc11N2C(O)Rb11N2, NRc11N2C(O)ORa11N2, and NRc11N2C(O)NRc11N2Rd11N2, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of R11NA are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
each Ra11N2, Rb11N2, Rc11N2, and Rd11N2 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of Ra11N2, Rb11N2, Rc11N2 and Rd11N2 are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
or, any Rc11N2 and Rd11N2, attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
each R11 is independently selected from H, D, halo, oxo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa111, SRa111, NHORa111, C(O)Rb111, C(O)NRc111Rd111, C(O)NRc111(ORa111), C(O)ORa111, OC(O)Rb111, OC(O)NRc111Rd111, NRc111Rd111, NRc111NRc111Rd111, NRc111C(O)Rb111, NRc111C(O)ORa111, and NRc111C(O)NRc111Rd111, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R11 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R11A substituents;
each Ra111, Rb111, Rc111, and Rd111 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of Ra111, Rb111, Rc111 and Rd111 are each optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R11A substituents;
or, any Rc111 and Rd111, attached to the same N atom, together with the N atom to which they are attached, form a 5-10 membered heteroaryl group or a 4-10 membered heterocycloalkyl group, wherein the 5-10 membered heteroaryl group or 4-10 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, 4, 5, 6, 7, or 8 independently selected R11A substituents; and
each R11A is independently selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-, CN, NO2, ORa112, SRa112, NHORa112, C(O)Rb112, C(O)NRc112Rd112, C(O)NRc112(ORa112), C(O)ORa112, OC(O)Rb112, OC(O)NRc112Rd112, NRc112Rd112, NRc112NRc112Rd112, NRc112C(O)Rb112, NRc112C(O)ORa112, and NRc112C(O)NRc112Rd112, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of R11A are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents; and
each Ra112, Rb112, Rc112, and Rd112 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-7 membered heterocycloalkyl)-C1-6 alkyl- of Ra112, Rb112, Rc112 and Rd112 are each optionally substituted with 1, 2, 3, or 4 independently selected RM substituents;
or, any Rc112 and Rd112, attached to the same N atom, together with the N atom to which they are attached, form a 5-6 membered heteroaryl group or a 4-7 membered heterocycloalkyl group, wherein the 5-6 membered heteroaryl group or 4-7 membered heterocycloalkyl group is optionally substituted with 1, 2, 3, or 4 independently selected RM substituents.

### Claim 2 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X2 is N.

### Claim 3 (depends on 2)

The compound of claim 2, or a pharmaceutically acceptable salt thereof, wherein R1 is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C(O)Rb1, C(O)NRc1Rd1, C(O)NRc1(ORa1), C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, and NRc1C(O)NRc1Rd1.

### Claim 4 (depends on 3)

The compound of claim 3, or a pharmaceutically acceptable salt thereof, wherein each Rc1 and Rd1 is independently selected from H, C1-6 alkyl, and 4-6 membered heterocycloalkyl, wherein the C1-6 alkyl and 4-6 membered heterocycloalkyl of Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents.

### Claim 5 (depends on 2)

The compound of claim 2, or a pharmaceutically acceptable salt thereof, wherein R1 is H.

### Claim 6 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X2 is CR2.

### Claim 7 (depends on 6)

The compound of claim 6, or a pharmaceutically acceptable salt thereof, wherein R2 is selected from H, D, and C1-6 alkyl.

### Claim 8 (depends on 6)

The compound of claim 6, or a pharmaceutically acceptable salt thereof, wherein R1 is selected from D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C(O)Rb1, C(O)NRc1Rd1, C(O)NRc1(ORa1), C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, NRc1C(O)NRc1Rd1 and 5-6 membered heteroaryl, wherein the C1-6 alkyl and 5-6 membered heteroaryl are optionally substituted with 1 or 2 independently selected R1A substituents.

### Claim 9 (depends on 8)

The compound of claim 8, or a pharmaceutically acceptable salt thereof, wherein each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl wherein the C1-6 alkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl of Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents.

### Claim 10 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R1 is selected from CF3, isopropylcarbamoyl, (tetrahydro-2H-pyran-4-yl)carbamoyl, azetidine-1-carbonyl, bicyclo[1.1.1]pentan-1-ylcarbamoyl, 3,3-dimethylazetidine-1-carbonyl, 3,3-difluoroazetidine-1-carbonyl, 3-hydroxyazetidine-1-carbonyl, (3-hydroxycyclobutyl)carbamoyl, (3-hydroxytetrahydro-2H-pyran-4-yl)carbamoyl, 2-methylthiazol-5-yl, 1-methyl-1H-pyrazol-4-yl, 1-methyl-1H-pyrazol-5-yl, 5-methyl-H-pyrazol-4-yl, and 1H-pyrazol-4-yl.

### Claim 11 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R3 is selected from H, D, and C1-6 alkyl.

### Claim 12 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R3 is H.

### Claim 13 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R6 is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, SRa6, C(O)Rb6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, and S(O)2NRc6Rd6, wherein the C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl are each optionally substituted with 1, 2 or 3 independently selected R6A substituents.

### Claim 14 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein each R6A is independently selected from H, D, CN, NO2, OH, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl.

### Claim 15 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein each Ra6, Rb6, Rc6, and Rd6 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl.

### Claim 16 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R6 is selected from H, halo, C1-6 alkyl, SRa6, C(O)Rb6, S(O)Rb6, and S(O)2Rb6, wherein the C1-6 alkyl is optionally substituted by 1, 2 or 3 independently selected R6A substituents;
Ra6 and Rb6 are each independently selected from H and C1-6 alkyl; and
each R6A is selected from halo, OH, and C1-6 haloalkyl.

### Claim 17 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R6 is selected from H, chloro, methyl, SCH3, S(O)2CH3, C(O)CH3, CH(CH3)OH, C(CH3)2OH, and 1,1,1-trifluoro-2,3-dihydroxypropan-2-yl.

### Claim 18 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X9 is C(R9)2.

### Claim 19 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein each R9 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, wherein the C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl, of R9 are each optionally substituted with 1, 2, 3, or 4 independently selected R9A substituents;
or, alternatively, two R9 groups together form an oxo group.

### Claim 20 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein each R9 is H.

### Claim 21 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein two R9 groups together form an oxo group.

### Claim 22 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X9 is NR9N.

### Claim 23 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R9N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R9N are each optionally substituted with 1, 2, 3, or 4 independently selected R9NA substituents.

### Claim 24 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R9N is selected from C1-6 alkyl, C3-6 cycloalkyl, and C3-6 cycloalkyl-C1-6 alkyl-, wherein the C1-6 alkyl, C3-6 cycloalkyl, and C3-6 cycloalkyl-C1-6 alkyl- of R9N are each optionally substituted with 1 or 2 independently selected R9NA substituents.

### Claim 25 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R9N is C3-6 cycloalkyl-C1-6 alkyl-.

### Claim 26 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R9N is cyclopropylethyl.

### Claim 27 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R10N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R10N are each optionally substituted with 1, 2, 3, or 4 independently selected R10NA substituents.

### Claim 28 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R10N is selected from H, C1-6 alkyl, phenyl, C3-6 cycloalkyl, 5-6 membered heteroaryl, 4-6 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-6 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, and (4-6 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, phenyl, C3-6 cycloalkyl, 5-6 membered heteroaryl, 4-6 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-6 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl- and (4-6 membered heterocycloalkyl)-C1-6 alkyl- of R10N are each optionally substituted with 1 or 2 independently selected R10NA substituents.

### Claim 29 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R10N is selected from H, C1-6 alkyl, phenyl, C3-6 cycloalkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl-, wherein the C1-6 alkyl, phenyl, C3-6 cycloalkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl- of R10N are each optionally substituted with 1 or 2 independently selected R10NA substituents.

### Claim 30 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R10N is selected from H, C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl-, wherein the C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl- of R10N are each optionally substituted with 1 or 2 independently selected R10NA substituents independently selected from phenyl, C3-7 cycloalkyl, ORa10N2, NRc10N2Rd10N2, C(O)NRc10N2Rd10N2, C(O)ORa10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, and NRc10N2S(O)2Rb10N2, wherein each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H and C1-6 alkyl.

### Claim 31 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein R10N is selected from H, ethyl, isopropyl, 1-phenylethyl, 1-cyclopropylethyl, 2-((tert-butoxycarbonyl)amino)-1-cyclopropylethyl, 2-amino-1-cyclopropylethyl, 1-cyclopropyl-2-(methylsulfonamido)ethyl, 2-acetamido-1-cyclopropylethyl, 1-cyclopropyl-2-(methylamino)-2-oxoethyl, 1-cyclopropyl-2-hydroxyethyl, and carboxy(cyclopropyl)methyl.

### Claim 32 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X11 is C(RU)2.

### Claim 33 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein each R11 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl, wherein the C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl with 1 or 2 independently selected R11A substituents.

### Claim 34 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X11 is CH2.

### Claim 35 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein X11 is NR11N.

### Claim 36 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein:
R1 is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C(O)Rb1, C(O)NRc1Rd1, C(O)NRc1(ORa1), C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, NRc1C(O)NRc1Rd1 and 5-6 membered heteroaryl, wherein the C1-6 alkyl, and 5-6 membered heteroaryl are each optionally substituted with 1 or 2 independently selected R1A substituents;
each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-6 cycloalkyl, 5-6 membered heteroaryl, and 4-6 membered heterocycloalkyl, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-6 cycloalkyl, 5-6 membered heteroaryl, and 4-6 membered heterocycloalkyl of Ra1, Rb1, Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents;
or any Rc1 and Rd1, attached to the same N atom, together with the N atom to which they are attached, form a 4-6 membered heterocycloalkyl group, wherein the 4-6 membered heterocycloalkyl group is optionally substituted with 1 or 2 independently selected R1A substituents;
each R1A is selected from H, D, halo, OH, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-;
X2 is N;
R3 is selected from H, D, and C1-6 alkyl;
R6 is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, SRa6, C(O)Rb6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, and S(O)2NRc6Rd6, wherein the C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl are each optionally substituted with 1, 2 or 3 independently selected R6A substituents;
each Ra6, Rb6, Rc6, and Rd6 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl;
each R6A is selected from H, D, halo, OH, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-;
X9 is NR9N or C(R9)2;
X11 is C(R11)2;
each R9 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, wherein the C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl, of R9 are each optionally substituted with 1, 2, 3, or 4 independently selected R9A substituents;
or, alternatively, two R9 groups together form an oxo group;
R9N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R9N are each optionally substituted with 1, 2, 3, or 4 independently selected R9NA substituents;
each R9NA is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-;
each R9A is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-;
R10N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R10N are each optionally substituted with 1, 2, 3, or 4 independently selected R10NA substituents;
each R10NA is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-, ORa10N2, NRc10N2Rd10N2, C(O)NRc10N2Rd10N2, C(O)ORa10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, and NRc10N2S(O)2Rb10N2 wherein each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H and C1-6 alkyl; and
each R11 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl.

### Claim 37 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein:
R1 is selected from D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C(O)Rb1, C(O)NRc1Rd1, C(O)NRc1(ORa1), C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, NRc1C(O)NRc1Rd1 and 5-6 membered heteroaryl, wherein the C1-6 alkyl, and 5-6 membered heteroaryl are each optionally substituted with 1 or 2 independently selected R1A substituents;
each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-6 cycloalkyl, 5-6 membered heteroaryl, and 4-6 membered heterocycloalkyl, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-6 cycloalkyl, 5-6 membered heteroaryl, and 4-6 membered heterocycloalkyl of Ra1, Rb1, Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents;
or any Rc1 and Rd1, attached to the same N atom, together with the N atom to which they are attached, form a 4-6 membered heterocycloalkyl group, wherein the 4-6 membered heterocycloalkyl group is optionally substituted with 1 or 2 independently selected R1A substituents;
each R1A is selected from H, D, halo, OH, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-;
X2 is CR2;
R2 is selected from H, D, and C1-6 alkyl;
R3 is selected from H, D, and C1-6 alkyl;
R6 is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, SRa6, C(O)Rb6, S(O)Rb6, S(O)NRc6Rd6, S(O)2Rb6, and S(O)2NRc6Rd6, wherein the C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl are each optionally substituted with 1, 2 or 3 independently selected R6A substituents;
each Ra6, Rb6, Rc6, and Rd6 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl;
each R6A is selected from H, D, halo, OH, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10 cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, (4-10 membered heterocycloalkyl)-C1-6 alkyl-;
X9 is NR9N or C(R9)2;
X11 is C(R11)2;
each R9 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, wherein the C1-6 alkyl, C2-6 alkenyl, and C2-6 alkynyl, of R9 are each optionally substituted with 1, 2, 3, or 4 independently selected R9A substituents;
or, alternatively, two R9 groups together form an oxo group;
R9N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R9N are each optionally substituted with 1, 2, 3, or 4 independently selected R9NA substituents;
each R9NA is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-;
each R9A is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-;
R10N is selected from H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl-, and (4-10 membered heterocycloalkyl)-C1-6 alkyl-, wherein the C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C6-10 aryl, C3-10 cycloalkyl, 5-10 membered heteroaryl, 4-10 membered heterocycloalkyl, C6-10 aryl-C1-6 alkyl-, C3-10cycloalkyl-C1-6 alkyl-, (5-10 membered heteroaryl)-C1-6 alkyl- and (4-10 membered heterocycloalkyl)-C1-6 alkyl- of R10N are each optionally substituted with 1, 2, 3, or 4 independently selected R10NA substituents;
each R10NA is selected from H, D, halo, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, C2-6 alkynyl, phenyl, C3-7 cycloalkyl, 5-6 membered heteroaryl, 4-7 membered heterocycloalkyl, phenyl-C1-6 alkyl-, C3-7 cycloalkyl-C1-6 alkyl-, (5-6 membered heteroaryl)-C1-6 alkyl-, (4-7 membered heterocycloalkyl)-C1-6 alkyl-, ORa10N2, NRc10N2Rd10N2, C(O)NRc10N2Rd10N2, C(O)ORa10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, and NRc10N2S(O)2Rb10N2, wherein each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H and C1-6 alkyl; and
each R11 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl.

### Claim 38 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein:
R1 is selected from H, C1-6 alkyl, C1-6 haloalkyl, C(O)Rb1, C(O)NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, NRc1C(O)NRc1Rd1 and 5-6 membered heteroaryl, wherein the C1-6 alkyl, and 5-6 membered heteroaryl are each optionally substituted with 1 or 2 independently selected R1A substituents;
each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl wherein the C1-6 alkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl of Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents;
or any Rc1 and Rd1, attached to the same N atom, together with the N atom to which they are attached, form a 4-6 membered heterocycloalkyl group, wherein the 4-6 membered heterocycloalkyl group is optionally substituted with 1 or 2 independently selected R1A substituents;
each R1A is independently selected from halo, C1-6 alkyl, and OH;
X2 is N;
R3 is selected from H, D, and C1-6 alkyl;
R6 is selected from H, halo, C1-6 alkyl, SRa6, C(O)Rb6, S(O)Rb6, and S(O)2Rb6, wherein the C1-6 alkyl is optionally substituted by 1, 2 or 3 R6A substituents independently selected from halo, OH, and C1-6 haloalkyl;
Ra6 and Rb6 are selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl;
X9 is C(O);
X11 is C(R11)2;
R10N is H, C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl-, wherein the C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl- are each optionally substituted with 1 or 2 R10NA substituents independently selected from phenyl, C3-7 cycloalkyl, ORa10N2, NRc10N2Rd10N2, C(O)NRc10N2Rd10N2, C(O)ORa10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, and NRc10N2S(O)2Rb10N2, wherein each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H and C1-6 alkyl; and
each R11 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl.

### Claim 39 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein:
R1 is selected from C1-6 alkyl, C1-6 haloalkyl, C(O)Rb1, C(O)NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, NRc1C(O)NRc1Rd1 and 5-6 membered heteroaryl, wherein the C1-6 alkyl, and 5-6 membered heteroaryl are each optionally substituted with 1 or 2 independently selected R1A substituents;
each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl wherein the C1-6 alkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl of Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents;
or any Rc1 and Rd1, attached to the same N atom, together with the N atom to which they are attached, form a 4-6 membered heterocycloalkyl group, wherein the 4-6 membered heterocycloalkyl group is optionally substituted with 1 or 2 independently selected R1A substituents;
each R1A is independently selected from halo, C1-6 alkyl, and OH;
X2 is CR2;
R2 is selected from H, D, and C1-6 alkyl;
R3 is selected from H, D, and C1-6 alkyl;
R6 is selected from H, halo, C1-6 alkyl, SRa6, C(O)Rb6, S(O)Rb6, and S(O)2Rb6, wherein the C1-6 alkyl is optionally substituted by 1, 2 or 3 R6A substituents independently selected from halo, OH, and C1-6 haloalkyl;
Ra6 and Rb6 are selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl;
X9 is C(O);
X11 is C(R11)2;
R10N is H, C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl-, wherein the C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl- are each optionally substituted with 1 or 2 R10NA substituents independently selected from phenyl, C3-7 cycloalkyl, ORa10N2, NRc10N2Rd10N2, C(O)NRc10N2Rd10N2, C(O)ORa10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, and NRc10N2S(O)2Rb10N2, wherein each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H and C1-6 alkyl; and
each R11 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl.

### Claim 40 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein:
R1 is selected from H, C1-6 alkyl, C1-6 haloalkyl, C(O)Rb1, C(O)NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)ORa1, NRc1C(O)NRc1Rd1 and 5-6 membered heteroaryl, wherein the C1-6 alkyl, and 5-6 membered heteroaryl are each optionally substituted with 1 or 2 independently selected R1A substituents;
each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl wherein the C1-6 alkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl of Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents;
or any Rc1 and Rd1, attached to the same N atom, together with the N atom to which they are attached, form a 4-6 membered heterocycloalkyl group, wherein the 4-6 membered heterocycloalkyl group is optionally substituted with 1 or 2 independently selected R1A substituents;
each R1A is independently selected from halo, C1-6 alkyl, and OH;
X2 is N;
R3 is selected from H, D, and C1-6 alkyl;
R6 is selected from H, halo, C1-6 alkyl, SRa6, C(O)Rb6, S(O)Rb6, and S(O)2Rb6, wherein the C1-6 alkyl is optionally substituted by 1, 2 or 3 R6A substituents independently selected from halo, OH, and C1-6 haloalkyl;
Ra6 and Rb6 are selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl;
X9 is C(O);
X11 is C(R11)2;
R10N is H, C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl-, wherein the C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl- are each optionally substituted with 1 or 2 R10NA substituents independently selected from phenyl, C3-7 cycloalkyl, ORa10N2, NRc10N2Rd10N2, C(O)NRc10N2Rd10N2, C(O)ORa10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, and NRc10N2S(O)2Rb10N2, wherein each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H and C1-6 alkyl; and
each R11 is independently selected from H, D, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl.

### Claim 41 (depends on 1)

The compound of claim 1, or a pharmaceutically acceptable salt thereof, wherein:
R1 is selected from H, C1-6 alkyl, C1-6 haloalkyl, C(O)Rb1, C(O)NRc1Rd1, and 5-6 membered heteroaryl, wherein the C1-6 alkyl, and 5-6 membered heteroaryl are each optionally substituted with 1 or 2 independently selected R1A substituents;
each Ra1, Rb1, Rc1, and Rd1 is independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl wherein the C1-6 alkyl, C3-6 cycloalkyl, and 4-6 membered heterocycloalkyl of Rc1 and Rd1 are each optionally substituted with 1 or 2 independently selected R1A substituents;
or any Rc1 and Rd1, attached to the same N atom, together with the N atom to which they are attached, form a 4-6 membered heterocycloalkyl group, wherein the 4-6 membered heterocycloalkyl group is optionally substituted with 1 or 2 independently selected R1A substituents;
each R1A is independently selected from halo, C1-6 alkyl, and OH;
X2 is N;
R3 is H;
R6 is selected from H, halo, C1-6 alkyl, SRa6, C(O)Rb6, S(O)Rb6, and S(O)2Rb6, wherein the C1-6 alkyl is optionally substituted by 1, 2 or 3 R6A substituents independently selected from halo, OH, and C1-6 haloalkyl;
Ra6 and Rb6 are selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl;
X9 is C(O);
X11 is CH2;
R10N is H, C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl-, wherein the C1-6 alkyl, phenyl-C1-6 alkyl-, and C3-6 cycloalkyl-C1-6 alkyl- are each optionally substituted with 1 or 2 R10NA substituents independently selected from phenyl, C3-7 cycloalkyl, ORa10N2, NRc10N2Rd10N2, C(O)NRc10N2Rd10N2, C(O)ORa10N2, NRc10N2C(O)Rb10N2, NRc10N2C(O)ORa10N2, and NRc10N2S(O)2Rb10N2, wherein each Ra10N2, Rb10N2, Rc10N2, and Rd10N2 is independently selected from H and C1-6 alkyl.

### Claim 42 (depends on 1)

The compound of claim 1, selected from:
(S)-5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-7-chloro-2-(1-cyclopropylethyl)isoindolin-1-one;
(S)-5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylthio)isoindolin-1-one;
(S)-5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)isoindolin-1-one;
(S)-5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)isoindolin-1-one;
(S)-5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-(1-cyclopropylethyl)isoindolin-1-one;
(S)-5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-7-chloro-2-(1-cyclopropylethyl)isoindolin-1-one;
(S)-5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-ethylisoindolin-1-one;
5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-ethylisoindolin-1-one;
5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-phenylethyl)isoindolin-1-one;
5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-(1-phenylethyl)isoindolin-1-one;
5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-isopropylisoindolin-1-one;
5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-isopropylisoindolin-1-one;
(S)-7-acetyl-5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-(1-cyclopropylethyl)isoindolin-1-one;
5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-((S)-1-cyclopropylethyl)-7-(1-hydroxyethyl)isoindolin-1-one;
(S)-5-(4-aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-(1-cyclopropylethyl)-7-(2-hydroxypropan-2-yl)isoindolin-1-one;
(S)-8-Amino-3-(2-(1-cyclopropylethyl)-7-(methylsulfonyl)-1-oxoisoindolin-5-yl)-N-isopropylimidazo[1,2-a]pyrazine-6-carboxamide; and
(S)-8-Amino-3-(2-(1-cyclopropylethyl)-7-(methylsulfonyl)-1-oxoisoindolin-5-yl)-N-(tetrahydro-2H-pyran-4-yl)imidazo[1,2-a]pyrazine-6-carboxamide;
or a pharmaceutically acceptable salt thereof.

### Claim 43 (depends on 1)

The compound of claim 1, selected from:
(S)-5-(8-Amino-6-(azetidine-1-carbonyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-8-Amino-N-(bicyclo[1.1.1]pentan-1-yl)-3-(2-(1-cyclopropylethyl)-7-(methylsulfonyl)-1-oxoisoindolin-5-yl)imidazo[1,2-a]pyrazine-6-carboxamide;
(S)-5-(8-Amino-6-(3,3-dimethylazetidine-1-carbonyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-5-(8-Amino-6-(3,3-difluoroazetidine-1-carbonyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-5-(8-Amino-6-(3-hydroxyazetidine-1-carbonyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)isoindolin-1-one;
(S)-8-Amino-3-(2-(1-cyclopropylethyl)-1-oxoisoindolin-5-yl)-N-(3-hydroxycyclobutyl)imidazo[1,2-a]pyrazine-6-carboxamide;
8-Amino-3-(2-((S)-1-cyclopropylethyl)-1-oxoisoindolin-5-yl)-N-(3-hydroxytetrahydro-2H-pyran-4-yl)imidazo[1,2-a]pyrazine-6-carboxamide;
(S)-5-(8-Amino-6-(2-methyloxazol-5-yl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-5-(8-Amino-6-(2-methylthiazol-5-yl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-5-(8-Amino-6-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-5-(8-Amino-6-(1-methyl-1H-pyrazol-5-yl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-5-(8-Amino-6-(5-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
(S)-5-(8-Amino-6-(1H-pyrazol-4-yl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropylethyl)-7-(methylsulfonyl)isoindolin-1-one;
5-(4-Aminoimidazo[2,1-f][1,2,4]triazin-7-yl)-2-((S)-1-cyclopropylethyl)-7-(1,1,1-trifluoro-2,3-dihydroxypropan-2-yl)isoindolin-1-one;
5-(8-Amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-((S)-1-cyclopropylethyl)-7-(1,1,1-trifluoro-2,3-dihydroxypropan-2-yl)isoindolin-1-one;
tert-Butyl (2-(5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-1-oxoisoindolin-2-yl)-2-cyclopropylethyl)carbamate;
2-(2-Amino-1-cyclopropylethyl)-5-(8-amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)isoindolin-1-one;
N-(2-(5-(8-Amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-1-oxoisoindolin-2-yl)-2-cyclopropylethyl)methanesulfonamide;
N-(2-(5-(8-Amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-1-oxoisoindolin-2-yl)-2-cyclopropylethyl)acetamide;
2-(5-(8-Amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-1-oxoisoindolin-2-yl)-2-cyclopropyl-N-methylacetamide;
5-(8-Amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-2-(1-cyclopropyl-2-hydroxyethyl)isoindolin-1-one; and
2-(5-(8-Amino-6-(trifluoromethyl)imidazo[1,2-a]pyrazin-3-yl)-1-oxoisoindolin-2-yl)-2-cyclopropylacetic acid;
or a pharmaceutically acceptable salt thereof.

### Claim 44

A compound selected from:
7-(2-(1-Cyclopropylethyl)-7-methyl-2H-indazol-5-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(1-(1-Cyclopropylethyl)-7-methyl-1H-indazol-5-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(2-(1-cyclopropylethyl)-2H-benzo[d][1,2,3]triazol-5-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(2-Isopropyl-[1,2,4]triazolo[1,5-a]pyridin-6-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(2-isopropylimidazo[1,2-a]pyridin-6-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(2-Isopropylpyrazolo[1,5-a]pyridin-5-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(2-Isopropylpyrazolo[1,5-a]pyrimidin-5-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(2-(1-Cyclopropylethyl)-2H-pyrazolo[3,4-b]pyridin-5-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
7-(2-(1-Cyclopropylethyl)-2H-pyrazolo[3,4-c]pyridin-5-yl)imidazo[2,1-f][1,2,4]triazin-4-amine; and
7-(2-(1-Cyclopropylethyl)imidazo[1,2-a]pyridin-6-yl)imidazo[2,1-f][1,2,4]triazin-4-amine;
or a pharmaceutically acceptable salt thereof.

### Claim 45 (depends on 1)

A pharmaceutical composition comprising a compound of claim 1, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient or carrier.

### Claim 46 (depends on 44)

A pharmaceutical composition comprising a compound of claim 44, or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient or carrier.