US 12,227,498 B2
Heterocyclic amine derivative and pharmaceutical composition comprising same
Wol Young Kim, Gyeonggi-do (KR); Yeon Im Lee, Gyeonggi-do (KR); Youn Jung Yoon, Gyeonggi-do (KR); Joon Seok Park, Gyeonggi-do (KR); Deok Ki Eom, Gyeonggi-do (KR); Keuk-Chan Bang, Gyeonggi-do (KR); and Jaehyun Jung, Gyeongsangnam-do (KR)
Assigned to Daewoong Pharmaceutical Co., Ltd., Gyeonggi-do (KR)
Appl. No. 17/269,325
Filed by Daewoong Pharmaceutical Co., Ltd., Gyeonggi-do (KR)
PCT Filed Aug. 27, 2019, PCT No. PCT/KR2019/010894
§ 371(c)(1), (2) Date Feb. 18, 2021,
PCT Pub. No. WO2020/045941, PCT Pub. Date Mar. 5, 2020.
Claims priority of application No. 10-2018-0100359 (KR), filed on Aug. 27, 2018; and application No. 10-2019-0104641 (KR), filed on Aug. 26, 2019.
Prior Publication US 2022/0064155 A1, Mar. 3, 2022
Int. Cl. C07D 417/14 (2006.01); C07D 413/04 (2006.01); C07D 471/04 (2006.01); A61K 31/4427 (2006.01); A61K 31/4523 (2006.01); A61K 31/496 (2006.01); A61K 31/506 (2006.01); A61P 35/00 (2006.01); A61P 37/00 (2006.01); C07D 401/14 (2006.01); C07D 403/14 (2006.01); C07D 417/12 (2006.01); C07D 487/04 (2006.01)
CPC C07D 417/14 (2013.01) [C07D 413/04 (2013.01); C07D 471/04 (2013.01)] 18 Claims
 
1. A compound represented by the following Chemical Formula 1, or a pharmaceutically acceptable salt thereof:

OG Complex Work Unit Chemistry
wherein, in Chemical Formula 1,
B is a 5-membered or 6-membered heterocycle containing 1 to 3 heteroatoms each independently selected from the group consisting of N, O and S, provided that the 5-membered or 6-membered heterocycle includes at least one N,
R1 is hydrogen, halogen, C1-4 alkyl, or C1-4 haloalkyl,
X1 and X2 are each CH,
L is C1-4 alkylene or —O—,
R2 is pyridinyl; morpholino; piperazinyl; or piperidinyl,
wherein, the piperazinyl and the piperidinyl are each independently unsubstituted or substituted with C1-4 alkyl, C1-4 alkyl substituted with cyano, C1-4 alkyl substituted with amino, C1-4 alkyl substituted with C1-4 alkoxy, or —CO—(C1-4 alkyl),
Y is —O—, —NH—, or —N(C1-4 alkyl)-, and
A is

OG Complex Work Unit Chemistry
wherein R3 is C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, C2-4 haloalkenyl, C2-4 alkynyl, or C2-4 haloalkynyl.