US 7,414,059 B2
Pyrazolyl and imidazolyl pyrimidines as CRF antagonists
Alam Jahangir, San Jose, Calif. (US); and Counde O'Yang, Sunnyvale, Calif. (US)
Assigned to Roche Palo Alto LLC, Palo Alto, Calif. (US)
Filed on Nov. 24, 2004, as Appl. No. 10/997,170.
Claims priority of provisional application 60/524547, filed on Nov. 24, 2003.
Prior Publication US 2005/0113382 A1, May 26, 2005
Int. Cl. C07D 403/04 (2006.01); A61K 31/506 (2006.01)
U.S. Cl. 514—256  [544/328] 19 Claims
 
1. A compound of the formula II:

OG Complex Work Unit Drawing
or a pharmaceutically acceptable salt thereof, wherein:
X is 3-methylpyrazol-1-yl, 3,5- dimethylpyrazol-1-yl, 4-chloro-3,5-dimethylpyrazol-1-yl, 3-propylpyrazol-1-yl, 3- butyl-4-propylpyrazol-1-yl, 2-methylimidazol-1-yl, 4-methylimidazol-1-yl or 4- phenylimidazol-1-yl;
Ra is hydrogen or alkyl;
Z is alkyl;
R1 is hydrogen, alkyl, alkoxy, haloalkyl, halo, hydroxy, cyano, nitro, —NRcRd, —C(O)NRcRd, alkylcarbonyl or alkylsulfonyl wherein Rc and Rd each independently is hydrogen or alkyl;
m is 3; and
R2 is halo.