US 2025/0243171 A1Published application

Quinazoline compounds for treatment of disease

AssigneeArthrosi Therapeutics, Inc.

InventorsShunqi YAN, Litain YEH

Life of this patent

Estimating the term…

Abstract

Described herein are inhibitors of EGFR exon 20 insertion mutants and methods of treating cancer comprising the administration of said inhibitors.

Claims42

Dependent claims

A compound of Formula (I), or a pharmaceutically acceptable salt or solvate thereof:

wherein:
X is C3-8cycloalkylene optionally substituted with one, two, three, or four R8;
R1 is selected from C3-8cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C3-8cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, are optionally substituted with one, two, three, or four R9;
R2, R3, R4, and R5 are each independently selected from hydrogen, halogen, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R10)(R11), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9 heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, —OR10, and —N(R10)(R11);
R6 is selected from
R7 is selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R8 is independently selected from halogen, oxo, C1-6alkyl, C1-6haloalkyl, C3-6cycloalkyl, C2-9heterocycloalkyl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —C(O)R13, —C(O)N(R10)(R11), —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C3-6cycloalkyl, and C2-9heterocycloalkyl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, —OR10, and —N(R10)(R11);
each R9 is independently selected from halogen, oxo, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R1°)(R1), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6 haloalkyl, —OR10, —N(R10)(R11), and —C(O)OR10;
or two R9 substituents are combined to form a cycloalkyl or heterocycloalkyl ring;
each R10 is independently selected from hydrogen, C1-6alkyl, C1-6 haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
each R11 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R12 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R13 is independently selected C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
and
R14 is selected from hydrogen and C1-6alkyl optionally substituted with —N(R10)(R11).

12 more elements

A compound of Formula (II), or a pharmaceutically acceptable salt or solvate thereof:

wherein:
R1 is selected from C3-8cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C3-8cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, are optionally substituted with one, two, three, or four R9;
R2, R3, R4, and R5 are each independently selected from hydrogen, halogen, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R10)(R11), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9 heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, —OR10, and —N(R10)(R11);
R6 is selected from
each R9 is independently selected from halogen, oxo, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R10)(R11), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6 haloalkyl, —OR10, —N(R10)(R11), and —C(O)OR10;
or two R9 substituents are combined to form a cycloalkyl or heterocycloalkyl ring;
each R10 is independently selected from hydrogen, C1-6alkyl, C1-6 haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
each R11 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R12 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R13 is independently selected C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
and
R14 is selected from hydrogen and C1-6alkyl optionally substituted with —N(R10)(R11).

9 more elements

A compound of Formula (III), or a pharmaceutically acceptable salt or solvate thereof:

wherein:
R1 is selected from naphthyl and C1-9heteroaryl, wherein naphthyl and C1-9heteroaryl are optionally substituted with one, two, three, or four R9, and C1-9heteroaryl is not indazolyl;
R2, R3, R4, and R5 are each independently selected from hydrogen, halogen, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R10)(R11), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9 heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, —OR10, and —N(R10)(R11);
R6 is selected from
each R9 is independently selected from halogen, oxo, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R10)(R11), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6 haloalkyl, —OR10, —N(R10)(R11), and —C(O)OR10;
or two R9 substituents are combined to form a cycloalkyl or heterocycloalkyl ring;
each R10 is independently selected from hydrogen, C1-6alkyl, C1-6 haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
each R11 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R12 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R13 is independently selected C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
and
R14 is selected from hydrogen and C1-6alkyl optionally substituted with —N(R10)(R11).

9 more elements

A compound selected from:

1) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
3) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)pyrrolidin-1-yl)prop-2-en-1-one
4) 1-(3-(7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
5) 1-(3-(7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
6) 1-(3-(4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
7) 1-(3-(4-((4-chloronaphthalen-1-yl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
8) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
9) 1-(4-(4-((3,4-dichloro-2-fluorophenyl)amino)quinazolin-6-yl)piperidin-1-yl)prop-2-en-1-one
10) 1-(4-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)piperidin-1-yl)prop-2-en-1-one
11) 1-(3-(4-((1H-indol-5-yl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
13) 1-(3-(4-((4-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
14) 1-(3-(4-((4-fluoronaphthalen-1-yl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
15) 1-(3-(4-((3-chlorobenzyl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
16) 1-(3-(4-((3-chloro-2,4-difluorophenyl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
17) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2-methoxyethoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
18) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-ethoxyquinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
19) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2-hydroxyethoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
20) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2,2,2-trifluoroethoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
21) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2-(4-methylpiperazin-1-yl)ethoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
22) (S)-1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
23) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(difluoromethoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
24) (S)-1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
25) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(oxetan-3-yloxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
26) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2-(dimethylamino)ethoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
27) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-((tetrahydro-2H-pyran-4-yl)oxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
28) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2-morpholinoethoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
29) (R)-1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
30) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(3-morpholinopropoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
31) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(3-(4-methylpiperazin-1-yl)propoxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
32) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(methoxy-d3)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
33) (S)-1-(3-(4-((3-chloro-2,4-difluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)azetidin-1-yl)prop-2-en-1-one
34)N-((4-((3,4-dichloro-2-fluorophenyl)amino)-6,7-dihydrofuro[3,2-g]quinazolin-6-yl)methyl)acrylamide
37) (S)-1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-((tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)azetidin-1-yl)-2-fluoroprop-2-en-1-one
38) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)-2-fluoroprop-2-en-1-one
39) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-(methoxy-d3)quinazolin-6-yl)azetidin-1-yl)-2-fluoroprop-2-en-1-one
40)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)-2-fluoroacrylamide
41) 1-(3-(4-((4-(benzyloxy)-3-chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)azetidin-1-yl)prop-2-yn-1-one
42) (E)-N-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)-4-(dimethylamino)but-2-enamide
43)N-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)but-2-ynamide
44)N-((1r,3r)-3-((4-((2,3-dihydro-1H-inden-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)propiolamide
45)N-((1s,3s)-3-((4-((2,3-dihydro-1H-inden-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)propiolamide
46)N-(3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)cyclobutyl)propiolamide
47)N-((1s,3s)-3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)cyclobutyl)propiolamide
48)N-((1r,3r)-3-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)cyclobutyl)propiolamide
49)N-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)propiolamide
50) 1-(4-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)-2-fluoroprop-2-en-1-one
51) 1-(4-((4-(3,4-dichloro-2-fluorobenzoyl)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-yn-1-one
52) 1-(4-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-yn-1-one
53) 1-(4-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-yn-1-one
54) 1-(4-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-yn-1-one
56) 1-(3-((4-((2,3-dihydro-1H-inden-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)prop-2-yn-1-one
57) 1-(3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)-9-azabicyclo[3.3.1]nonan-9-yl)prop-2-yn-1-one
58) 1-(3-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)-9-azabicyclo[3.3.1]nonan-9-yl)prop-2-yn-1-one
59) 1-(3-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)prop-2-yn-1-one
60) 1-(3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)prop-2-yn-1-one
61) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)quinazolin-6-yl)piperidin-1-yl)prop-2-yn-1-one
62) 1-(5-(4-((3,4-dichloro-2-fluorophenyl)amino)quinazolin-6-yl)-3,6-dihydropyridin-1(2H)-yl)prop-2-yn-1-one
63) 1-(5-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)-3,6-dihydropyridin-1(2H)-yl)prop-2-yn-1-one
64) 1-(4-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-yn-1-one
66)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
67)N-(3-((7-methoxy-4-((7-methyl-2,3-dihydro-1H-inden-4-yl)amino)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
72)N-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)-N-methylacrylamide
73)N-(3-((4-((3,4-dichlorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
74)N-(3-((4-((3-chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
75)N-(3-((4-((2,4-dichloro-3-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
76)N-(3-((4-((2,3-dichloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
77)N-(3-((4-((2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
78)N-(3-((4-((4-chloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
79)N-((1r,3r)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
80)N-(3-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
81)N-(3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
82)N-((1s,3s)-3-((4-((3,4-dichlorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
83)N-((1s,3s)-3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
84)N-(3-((4-((4-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
85)N-(3-((4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
86)N-(3-((4-((3-chloro-4-cyanophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
87)N-(3-((4-((3-cyano-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
88)N-(3-((4-((2,3-dihydro-1H-inden-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
89)N-(3-((7-methoxy-4-((5,6,7,8-tetrahydronaphthalen-1-yl)amino)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
90)N-((1s,4s)-4-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclohexyl)acrylamide
91)N-((1r,4r)-4-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclohexyl)acrylamide
92)N-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)amino)cyclobutyl)acrylamide
94) 6-((1-acryloylpiperidin-4-yl)oxy)-N-(4-fluorobenzyl)-7-methoxyquinazoline-4-carboxamide
98)N-(6-((1-acryloylpiperidin-4-yl)oxy)-7-methoxyquinazolin-4-yl)-4-fluorobenzamide
99)N-((1R,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-(((S)-tetrahydrofuran-3-yl)oxy)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
100)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2-hydroxyethoxy)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
101)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-(2-(dimethylamino)ethoxy)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
102)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-(methoxy-d3)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
103)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-(methylamino)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
104)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-(oxetan-3-yloxy)quinazolin-6-yl)oxy)cyclobutyl)acrylamide
105)N-((1s,3s)-3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-ethoxyquinazolin-6-yl)oxy)cyclobutyl)acrylamide
106) 1-(4-((4-((3-chlorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
107) 1-(4-((4-((3-chlorobenzyl)oxy)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
108) 1-(4-((4-((4-chlorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
109) 1-(4-((4-((2,4-dichlorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
110) 1-(4-((4-((2-chlorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
111) 1-(4-((4-((3-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
112) 1-(4-((4-((2-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
113) 1-(4-((4-((4-chloro-3-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
114) 1-(4-((4-((3-chloro-4-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
115) 1-(4-((4-((3,4-dichlorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
116) 1-(4-((4-((3-chloro-2-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
117) 1-(4-((4-((3,5-dichlorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
118) 1-(4-((4-((5-chloro-2-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
119) 1-(4-((4-((2,5-dichlorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
120) 1-(4-((4-((3-bromobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
121) 1-(4-((7-methoxy-4-((3-methylbenzyl)amino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
122) 1-(4-((4-((3-chloro-5-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
123) 1-(4-((4-(benzylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
124) 3-(((6-((1-acryloylpiperidin-4-yl)oxy)-7-methoxyquinazolin-4-yl)amino)methyl)benzonitrile
125) 1-(4-((4-((3-iodobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
127) 2-((6-((1-acryloylpiperidin-4-yl)oxy)-7-methoxyquinazolin-4-yl)amino)-2-(3-chlorophenyl)acetamide
130) 3-((6-((1-acryloylpiperidin-4-yl)oxy)-7-methoxyquinazolin-4-yl)amino)-3-(3-chlorophenyl) propanamide
131) 1-(4-((4-((1-(3-chlorophenyl)-3-hydroxypropyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
132) 1-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
133) 1-(4-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
134) 1-(4-((7-methoxy-4-((1-(methylsulfonyl)indolin-5-yl)amino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
135) 1-(4-((7-methoxy-4-(quinolin-3-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
136) 1-(4-((4-((5-chlorobenzo[d]oxazol-2-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
137) 1-(4-((4-((1H-indazol-6-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
138) 1-(4-((7-methoxy-4-((1-methyl-1H-indazol-6-yl)amino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
139) 1-(4-((4-((1H-indazol-7-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
141) 1-(4-((7-methoxy-4-(quinolin-7-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
142) 1-(4-((4-(benzo[d]thiazol-5-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
143) 1-(4-((7-methoxy-4-(quinolin-6-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
144) 1-(4-((7-methoxy-4-(quinoxalin-6-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
145) 1-(4-((4-(benzo[d]thiazol-6-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
146) 1-(4-((7-methoxy-4-(quinolin-8-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
148) 1-(4-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
149) 1-(4-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
150) 1-(4-((4-((1H-indazol-5-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
152) 1-(4-((4-(benzo[d][1,3]dioxol-5-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
153) 1-(4-((4-((2,3-dihydro-1H-inden-5-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
154) 1-(4-((4-((5-chlorobenzo[d]oxazol-2-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
155) 1-(4-((7-methoxy-4-((2-methylbenzo[d]thiazol-5-yl)amino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
156) 1-(4-((4-((2,3-dihydro-1H-inden-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
157) 1-(4-((4-(benzo[d]thiazol-5-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
158) 1-(4-((7-methoxy-4-(quinolin-2-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
159) 1-(4-((4-(isoquinolin-3-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
160) 1-(4-((4-((1-chloronaphthalen-2-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
161) 1-(4-((4-(isoquinolin-1-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
162) 1-(4-((7-methoxy-4-(quinolin-4-ylamino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
164) 1-(4-((4-((4-chloronaphthalen-1-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
165) 1-(4-((4-((1H-indol-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
166) 1-(4-((4-((1H-indol-7-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
167) 1-(4-((7-methoxy-4-((4-methylnaphthalen-1-yl)amino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
168) 1-(4-((4-(indolin-5-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
169) 1-(4-((4-((1H-indol-5-yl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
170) 1-(4-((7-methoxy-4-((1-methyl-1H-indol-5-yl)amino)quinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
171) 1-(4-((4-(indolin-5-ylamino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
172) 1-(4-((4-((4-fluorobenzyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
173) (R)-1-(4-((4-((1-(4-fluorophenyl)ethyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
175) 1-(4-((4-(3,4-dichloro-2-fluorobenzoyl)-7-methoxyquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
176) 1-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)-9-azabicyclo[3.3.1]nonan-9-yl)prop-2-en-1-one
177) 1-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)prop-2-en-1-one
178) 1-(3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)-9-azabicyclo[3.3.1]nonan-9-yl)prop-2-en-1-one
179) 1-(3-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)-9-azabicyclo[3.3.1]nonan-9-yl)prop-2-en-1-one
180) 1-(3-((7-methoxy-4-(naphthalen-2-ylamino)quinazolin-6-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)prop-2-en-1-one
181) 1-(3-((7-methoxy-4-(naphthalen-1-ylamino)quinazolin-6-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)prop-2-en-1-one
182) 1-(3-((4-((2,3-dihydro-1H-inden-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)-9-azabicyclo[3.3.1]nonan-9-yl)prop-2-en-1-one
183) 1-(3-((4-((2,3-dihydro-1H-inden-4-yl)amino)-7-methoxyquinazolin-6-yl)oxy)-8-azabicyclo[3.2.1]octan-8-yl)prop-2-en-1-one
184) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)quinazolin-6-yl)piperidin-1-yl)prop-2-en-1-one
185) 1-(3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)piperidin-1-yl)prop-2-en-1-one
186) 1-(5-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)-3,6-dihydropyridin-1(2H)-yl)prop-2-en-1-one
187) 1-(5-(4-((3,4-dichloro-2-fluorophenyl)amino)quinazolin-6-yl)-3,6-dihydropyridin-1(2H)-yl)prop-2-en-1-one
188)N-(3,4-dichloro-2-fluorophenyl)-6-(1-(vinylsulfonyl)piperidin-3-yl)quinazolin-4-amine
190)N-(3,4-dichloro-2-fluorophenyl)-6-(1-(vinylsulfonyl)-1,2,5,6-tetrahydropyridin-3-yl)quinazolin-4-amine
191)N-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)ethenesulfonamide
192)N-(3,4-dichloro-2-fluorophenyl)-7-methoxy-6-((1-(vinylsulfonyl)piperidin-4-yl)oxy)quinazolin-4-amine
193) (3,4-dichloro-2-fluorophenyl)(7-methoxy-6-((1-(vinylsulfonyl)piperidin-4-yl)oxy)quinazolin-4-yl)methanone
194) 4-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidine-1-carbonitrile
195) 3-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)azetidine-1-carbonitrile
196)N-(3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)cyclobutyl)-N-methylcyanamide
197) 5-(4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)-3,6-dihydropyridine-1(2H)-carbonitrile
198) 3-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxyquinazolin-6-yl)oxy)piperidine-1-carbonitrile
199) 9-((1-acryloylpiperidin-4-yl)oxy)-3-(3,4-dichloro-2-fluorophenyl)-8-methoxy-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
200) 9-((1-acryloylpiperidin-4-yl)oxy)-3-(3,4-dichloro-2-fluorophenyl)-8-methoxy-1-methyl-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
205) 9-((1-acryloylpyrrolidin-3-yl)oxy)-3-(3,4-dichloro-2-fluorophenyl)-8-methoxy-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
206) 9-(1-acryloyl-1,2,3,6-tetrahydropyridin-4-yl)-3-(3,4-dichloro-2-fluorophenyl)-8-methoxy-1-methyl-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
207)N-(3,4-dichloro-2-fluorophenyl)-7-methoxy-5-nitro-6-(piperidin-4-yloxy)quinazolin-4-amine hydrochloride
208) 1-(4-((4-((3,4-dichloro-2-fluorophenyl)amino)-7-methoxy-5-nitroquinazolin-6-yl)oxy)piperidin-1-yl)prop-2-en-1-one
215) 9-((1-acryloylpiperidin-4-yl)oxy)-3-(3,4-dichlorophenyl)-8-methoxy-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
216) 9-((1-acryloylazetidin-3-yl)oxy)-3-(3,4-dichloro-2-fluorophenyl)-8-methoxy-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
217) 1-(4-((4-(3,4-dichloro-2-fluorophenyl)-8-methoxy-5-methyl-4H-pyrido[2,3,4-de]quinazolin-7-yl)oxy)piperidin-1yl)prop-2-en-1-one
218) 1-(4-((4-(3,4-dichloro-2-fluorophenyl)-8-methoxy-4H-pyrido[2,3,4-de]quinazolin-7-yl)oxy) piperidin-1-yl)prop-2-en-1-one
225) 3-(3,4-dichloro-2-fluorophenyl)-8-methoxy-9-((1-(vinylsulfonyl)piperidin-4-yl)oxy)-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
226) 3-(3,4-dichlorophenyl)-8-methoxy-9-((1-(vinylsulfonyl)piperidin-4-yl)oxy)-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one
227) 3-(3,4-dichlorophenyl)-8-methoxy-9-((1-propioloylpiperidin-4-yl)oxy)-1H-pyrimido[4,5,6-de]quinazolin-2(3H)-one;
and
228)N-(4-amino-5-(quinolin-3-yl)-8,9-dihydro-7H-pyrimido[5′,4′:4,5]pyrrolo[2,1-b][1,3]oxazin-8-yl)acrylamide

187 more elements

Dependencies are inferred from the claim text.

Facts

Application: 18/685,798Filed 23 Aug 2022
Priority: 24 Aug 2021
Published: 31 Jul 2025
Term ends: Not estimatedThe source records don’t support an estimate.

Classification23 codes

A61P 35/00
Antineoplastic agents
C07D 239/94
With hetero atoms directly attached in position 4: nitrogen atoms
C07D 401/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
C07D 401/12
Containing two hetero rings: linked by a chain containing hetero atoms as chain links

Family

Application63/236,581Us provisional application · filed 24 Aug 2021
US 2025/0243171 A1This patent

From the US filing history. Foreign family members aren’t listed.

Timeline

Citations

Open elsewhere

Building an agent or pulling many patents? Use the API or MCP server instead of scraping pages. Get an API key

patentgrep

Loading patent…

Abstract

Described herein are inhibitors of EGFR exon 20 insertion mutants and methods of treating cancer comprising the administration of said inhibitors.

A compound of Formula (I), or a pharmaceutically acceptable salt or solvate thereof:

wherein:
X is C3-8cycloalkylene optionally substituted with one, two, three, or four R8;
R1 is selected from C3-8cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C3-8cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, are optionally substituted with one, two, three, or four R9;
R2, R3, R4, and R5 are each independently selected from hydrogen, halogen, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R10)(R11), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9 heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, —OR10, and —N(R10)(R11);
R6 is selected from
R7 is selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R8 is independently selected from halogen, oxo, C1-6alkyl, C1-6haloalkyl, C3-6cycloalkyl, C2-9heterocycloalkyl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —C(O)R13, —C(O)N(R10)(R11), —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C3-6cycloalkyl, and C2-9heterocycloalkyl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, —OR10, and —N(R10)(R11);
each R9 is independently selected from halogen, oxo, —CN, C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, C1-9heteroaryl, —OR10, —SR10, —N(R10)(R11), —C(O)OR10, —OC(O)N(R10)(R11), —N(R12)C(O)N(R10)(R11), —N(R12)C(O)OR13, —N(R12)S(O)2R13, —C(O)R13, —C(O)N(R1°)(R1), —N(R12)C(O)R13, —S(O)2R13, —S(O)2N(R10)(R11)—, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6 haloalkyl, —OR10, —N(R10)(R11), and —C(O)OR10;
or two R9 substituents are combined to form a cycloalkyl or heterocycloalkyl ring;
each R10 is independently selected from hydrogen, C1-6alkyl, C1-6 haloalkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
each R11 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R12 is independently selected from hydrogen, C1-6alkyl, and C1-6haloalkyl;
each R13 is independently selected C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl, wherein C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl are optionally substituted with one, two, or three groups selected from halogen, C1-6alkyl, C1-6haloalkyl, C1-6alkoxy, C3-6cycloalkyl, C2-9heterocycloalkyl, C6-10aryl, and C1-9heteroaryl;
and
R14 is selected from hydrogen and C1-6alkyl optionally substituted with —N(R10)(R11).

12 more elements

Facts

Application

18/685,798Filed 23 Aug 2022

Priority

24 Aug 2021

Published

31 Jul 2025

Term ends

Not estimatedThe source records don’t support an estimate.

Classification23 codes

A61P 35/00
Antineoplastic agents
C07D 239/94
With hetero atoms directly attached in position 4: nitrogen atoms
C07D 401/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
C07D 401/12
Containing two hetero rings: linked by a chain containing hetero atoms as chain links