US 12,479,848 B2
Substituted fused heteroaromatic bicyclic compounds as kinase inhibitors and the use thereof
Sui Xiong Cai, Shanghai (CN); Ye Edward Tian, Shanghai (CN); and Xiaozhu Wang, Nanjing (CN)
Assigned to IMPACT THERAPEUTICS (SHANGHAI), INC, Shanghai (CN)
Appl. No. 17/618,362
Filed by IMPACT THERAPEUTICS (SHANGHAI), INC, Shanghai (CN)
PCT Filed Jun. 24, 2020, PCT No. PCT/CN2020/098159
§ 371(c)(1), (2) Date Dec. 10, 2021,
PCT Pub. No. WO2020/259601, PCT Pub. Date Dec. 30, 2020.
Claims priority of application No. 201910587419.4 (CN), filed on Jun. 28, 2019; and application No. 201911386062.X (CN), filed on Dec. 26, 2019.
Prior Publication US 2022/0267332 A1, Aug. 25, 2022
Prior Publication US 2023/0242533 A9, Aug. 3, 2023
Int. Cl. C07D 487/04 (2006.01); A61K 31/5377 (2006.01); A61K 45/06 (2006.01); A61P 35/00 (2006.01); A61P 35/02 (2006.01); C07D 519/00 (2006.01)
CPC C07D 487/04 (2013.01) [A61K 31/5377 (2013.01); A61K 45/06 (2013.01); A61P 35/00 (2018.01); A61P 35/02 (2018.01); C07D 519/00 (2013.01)] 19 Claims
 
1. A compound of Formula IV:

OG Complex Work Unit Chemistry
or a stereoisomer, a tautomer, a hydrate, a solvate or a pharmaceutically acceptable salt thereof, or a mixture thereof, wherein:
the penta-fused hexa-heteroaryl containing A4, A5 and A6 is:

OG Complex Work Unit Chemistry
R1 is a C6-C14 aryl, a saturated or partially saturated 3-7 membered monocyclic or 7-10 membered bicyclic group, a C3-C8 cycloalkyl, or a heteroaryl having 5 to 14 ring atoms, wherein R1 is optionally substituted by 1-3 substituents selected from the group consisting of C1-C4 alkyl, halogen, hydroxyl, C1-C4 alkoxy and amino;
R2 is a C3-C6 cycloalkyl, a C6-C14 aryl, a saturated or partially saturated 3-7 membered monocyclic or 7-10 membered bicyclic group, or a heteroaryl having 5 to 14 ring atoms, wherein R2 is optionally substituted by 1-3 substituents selected from the group consisting of C1-C6 alkyl optionally substituted by 1 to 4 halogens, cyano, hydroxy, carboxyl, amino, halogen, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and
R4 is hydrogen or C1-C4 alkyl.