US 11,958,831 B2
Pyrazole compounds, pharmaceutical compositions thereof and use thereof
Chubiao Xue, Guangdong (CN); Liye Huang, Guangdong (CN); Hua Li, Guangdong (CN); Tao Li, Guangdong (CN); and Huabin Liu, Guangdong (CN)
Assigned to ARTIVILA (SHENZHEN) INNOVATION CENTER, LTD., Shenzhen (CN)
Appl. No. 17/271,397
Filed by ARTIVILA (SHENZHEN) INNOVATION CENTER, LTD., Guangdong (CN)
PCT Filed Aug. 22, 2019, PCT No. PCT/CN2019/102067
§ 371(c)(1), (2) Date Feb. 25, 2021,
PCT Pub. No. WO2020/043008, PCT Pub. Date Mar. 5, 2020.
Claims priority of application No. 201810992017.8 (CN), filed on Aug. 27, 2018.
Prior Publication US 2021/0340124 A1, Nov. 4, 2021
Int. Cl. C07D 401/14 (2006.01); A61K 45/06 (2006.01)
CPC C07D 401/14 (2013.01) [A61K 45/06 (2013.01)] 18 Claims
 
1. A compound represented by Formula (I) or a pharmaceutically acceptable salt thereof, wherein the compound represented by Formula (I) has the following structure:

OG Complex Work Unit Chemistry
wherein
the Het ring is a five- or six-membered heteroaromatic ring;
R1 is selected from H or D;
R2 and R3 are each selected from H, D, alkyl, halogen, or ORa;
R4 is selected from CORd, CONRbRc, CO2Rd, SO2Rd, or SO2NRbRc;
R5 is selected from H, D, halogen, cyano, ORa, SRa, NRbRc, CORd, CONRbRc, CO2Rd, SO2Rd, SO2NRbRc, alkyl, alkenyl, alkynyl, cycloalkyl, or heterocycloalkyl; wherein the alkyl, alkenyl, alkynyl, cycloalkyl, or heterocycloalkyl is unsubstituted or substituted with 1 to 3 R5a;
R5a is selected from H, D, halogen, cyano, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, ORa, SRa, NRbRc, CORd, CONRbRc, CO2Rd, SO2Rd, or SO2NRbRc; wherein the alkyl, cycloalkyl, or heterocycloalkyl is unsubstituted or substituted with 1 to 3 R5b;
R5b is selected from H, D, halogen, cyano, ORa, SRa, NRbRc, CORd, CONRbRc, CO2Rd, SO2Rd, or SO2NRbRc;
Ra, Rb, Rc, and Rd are each selected from H, D, alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl, wherein the alkyl, alkenyl, alkynyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl is unsubstituted or substituted with 1 to 4 R6;
R6 is selected from H, D, halogen, cyano, ORa, SRa, NRbRc, NRbCORd, NRbCONRbRc, CONRbRc, CO2Rd, NRbSO2Rd, NRbSO2NRbRc, SORd, SO2Rd, SO2NRbRc, alkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl;
wherein Rb and Rc in a group containing both Rb and Rc are attached to a N atom in the group by a single bond or form a heterocycloalkyl together with the N atom to which they are attached, and the heterocycloalkyl is unsubstituted or substituted with 1 to 3 R7;
R7 is selected from H, D, halogen, cyano, ORa, SRa, NRbRc, NRbCORd, NRbCONRbRc, CONRbRc, CO2Rd, NRbSO2Rd, NRbSO2NRbRc, SORd, SO2Rd, SO2NRbRc, alkyl, cycloalkyl, heterocycloalkyl, aryl, or heteroaryl; and
m, n, p, q, and y are each independently 1, 2, or 3.