Pyridine and pyrazine compounds as inhibitors of cannabinoid receptor 2
The invention relates to a compound of formula (I) wherein A 1 , A 2 , X and R 1 -R 3 are as defined in the description and in the claims. The compound of formula (I) can be used as a medicament.
1 . A process for the preparation of a compound comprising one of the following steps:
(a) the reaction of a compound of formula (A)
in the presence of R 1 —H, a palladium catalyst and a base;
(b) the reaction of a compound of formula (B)
in the presence of NH 2 —C(R 2 R 3 )-A 2 -O—(CH 2 ) n —(CD 2 ) m -X, a coupling agent and a base, wherein:
R 1 is alkoxyazetidinyl, dihaloazetidinyl or pyrrolidinyl;
R 2 and R 3 are independently selected from hydrogen and alkyl;
A 1 is —CH— or nitrogen;
A 2 is —CH 2 — or carbonyl;
X is halogen;
Y is halogen;
n is 0 to 3; and
m is 0 or 1;
provided that m and n are not both 0 at the same time.
2 . The process of claim 1 , wherein R 1 is methoxyazetidinyl, difluoroazetidinyl or pyrrolidinyl.
3 . The process of claim 1 , wherein R 2 and R 3 are independently selected from hydrogen, ethyl or butyl.
4 . The process of claim 3 , wherein R 2 and R 3 are both ethyl at the same time, or one of R 2 and R 3 is hydrogen and the other one is butyl.
5 . The process of claim 1 , wherein A 1 is —CH—.
6 . The process of claim 1 , wherein X is fluorine.
7 . The process of claim 1 , wherein n is 1, 2 or 3.