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US 2022/0119413 A1Published application
Heterocycle amines and uses thereof
AssigneeLigand Pharmaceuticals Incorporated
InventorsKoc-Kan Ho, David Diller, Jeffrey J. Letourneau, Brian F. McGuinness, Andrew G. Cole, David Rosen, Cornelis A. van Oeveren, Jason C. Pickens, Lin Zhi, Yixing Shen, Bijan Pedram
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Abstract
Compounds and methods in the fields of chemistry and medicine are disclosed. Some of the disclosed embodiments include compounds, compositions and methods of using heterocycle amines. Some of the disclosed embodiments include heterocycle amines useful to treat inflammatory disorders.
Claims12
-17. (canceled)
A method of preparing a compound of Formula (IV):
- wherein:
- X is N;
- R1 is selected from hydrogen, halogen, OR6, CN, NR7R8, CH2OR6, CH2NR7R8, an optionally substituted C1-C6 alkyl, an optionally substituted C1-C6 haloalkyl, an optionally substituted C1-C6 alkenyl, an optionally substituted C1-C6 alkynyl, CO2R6, CONR7R8, SO3R6, and SO2NR7R8;
- R2, R3 and R5 are each hydrogen;
- R4 is selected from halogen, OR6, CN, NR7R8, CH2OR6, an optionally substituted aryl, an optionally substituted three to nine membered heteroaryl, an optionally substituted three to nine membered non-aromatic ring, an optionally substituted three to nine membered carbocycle, an optionally substituted C1-C6 alkyl, an optionally substituted C1-C6 haloalkyl, an optionally substituted C1-C6 alkenyl, an optionally substituted C1-C6 alkynyl, CO2R6, SO3R6, SO2R6and SO2NR7R8;
- each R6 is independently selected from an optionally substituted aryl, an optionally substituted three to nine membered heteroaryl, and an optionally substituted three to nine membered non-aromatic ring, each optionally fused with a substituted aryl or a substituted three to nine membered heteroaryl, hydrogen, an optionally substituted C1-C10 alkyl;
- each R7 and R8 is independently selected from an optionally substituted aryl, an optionally substituted three to nine membered heteroaryl, an optionally substituted three to nine membered non-aromatic ring, each optionally fused with a substituted aryl or a substituted three to nine membered heteroaryl, hydrogen, an optionally substituted C1-C10 alkyl, an optionally substituted C1-C10 haloalkyl, an optionally substituted C1-C10 alkenyl, and an optionally substituted C1-C10 alkynyl, or R7 and R8 are linked to form an optionally substituted three to nine membered non-aromatic ring;
- and
- each optionally substituted group is either unsubstituted or substituted with one or more groups independently selected from alkyl, alkenyl, alkynyl, haloalkyl, heterohaloalkyl, aryl, arylalkyl, three to nine membered heteroaryl, three to nine membered non-aromatic ring, hydroxy, alkoxy, aryloxy, mercapto, alkylthio, arylthio, cyano, halo, —C(═O)R, —C(═S)R, —O(C═O)NR2, ROC(═O)NH—, —O(C═S)NR2, ROC(═S)NH—, —(C═O)NR2, RC(═O)NH—, —S(═O)2NR, RS(═O)2NH—, —C(═O)OR, RC(═O)0 isocyanato, thiocyanato, isothiocyanato, nitro, silyl, trihalomethanesulfonyl, ═O, ═S, and amino, wherein each R is independently selected from the group consisting of alkyl, cycloalkyl, aryl, three to nine membered heteroaryl, and three to nine membered non-aromatic ring;
- wherein the method comprises:
- coupling a 2-halopyridine with an aminoimidazopyridine.
8 more elements
Dependencies are inferred from the claim text.