US 12,454,530 B2
Amido cyclohexane acid derivatives as LPA receptor inhibitors
Elisabetta Armani, Parma (IT); Gabriele Amari, Parma (IT); Andrea Rizzi, Parma (IT); Mafalda Pagano, Parma (IT); Luca Raveglia, Parma (IT); and Claudia Beato, Parma (IT)
Assigned to CHIESI FARMACEUTICI S.p.A., Parma (IT)
Appl. No. 18/015,767
Filed by CHIESI FARMACEUTICI S.P.A., Parma (IT)
PCT Filed Jul. 15, 2021, PCT No. PCT/EP2021/069806
§ 371(c)(1), (2) Date Jan. 12, 2023,
PCT Pub. No. WO2022/013378, PCT Pub. Date Jan. 20, 2022.
Claims priority of application No. 20186207 (EP), filed on Jul. 16, 2020.
Prior Publication US 2023/0250093 A1, Aug. 10, 2023
Int. Cl. C07D 413/04 (2006.01); C07D 231/40 (2006.01); C07D 249/06 (2006.01); C07D 333/36 (2006.01); C07D 401/04 (2006.01); C07D 409/04 (2006.01); C07D 413/14 (2006.01); C07D 417/04 (2006.01); C07D 417/14 (2006.01)
CPC C07D 413/04 (2013.01) [C07D 231/40 (2013.01); C07D 249/06 (2013.01); C07D 333/36 (2013.01); C07D 401/04 (2013.01); C07D 409/04 (2013.01); C07D 413/14 (2013.01); C07D 417/04 (2013.01); C07D 417/14 (2013.01)] 11 Claims
 
1. A compound of formula (I)

OG Complex Work Unit Chemistry
wherein X is CR5, —CH— or N;
A is selected from the group consisting of

OG Complex Work Unit Chemistry
R1 s selected from the group consisting of aryl, (C3-C6)cycloalkyl, heterocycloalkyl, heteroaryl and (C1-C4)alkyl wherein any of such aryl, heteroaryl, cycloalkyl, heterocycloalkyl and alkyl may be optionally substituted by one or more groups selected from the group consisting of (C1-C4)alkyl, halo, (C1-C4)haloalkyl, CN, —O(C1-C4)alkyl, and —NR6R7;
R2 is H or (C1-C4)alkyl;
R3 is H or (C1-C4)alkyl;
R4 is H or (C1-C4)alkyl;
R5 is H or selected from the group consisting of (C1-C4)alkyl, halo and CN;
R6 and R7 are at each occurrence independently H or selected from the group consisting of (C1-C4)alkyl, (C1-C6)haloalkyl and halo, or
R6 and R7 may form together with the nitrogen atom to which they are attached a 4-6 membered saturated heterocyclic ring system optionally containing a further heteroatom selected from the group consisting of N, S and O, said heterocyclic ring system may be optionally substituted by one or more groups selected from the group consisting of (C1-C4)alkyl, (C1-C4)haloalkyl and halo,

OG Complex Work Unit Chemistry
with the proviso that when A is X is N.