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US 7,442,792 B2Granted
Process for the preparation of pyrazolo[1,5-a]-1,3,5-triazines and intermediates thereof
AssigneeBristol-Myers Squibb Pharma Company
InventorsJames P. Sherbine, Shawn K. Pack, Jaan A. Pesti, Robert E. Yule, Kenneth C. McNulty
Life of this patent
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Abstract
The present invention provides novel processes and intermediates for preparing corticotropin releasing factor (CRF) receptor antagonists having the structure below which are useful in treating CRF-related disorders such as anxiety and depression.
Claims18
A process for preparing a compound of Formula I:
- wherein:
- Ar is phenyl or pyridyl substituted with 0 to 5 R3;
- each R1 and R2 is, independently, H, (C1-C8)alkyl, or (C1-C6)alkoxyalkyl;
- each R3 is, independently, H, halo, CN, nitro, (C1-C4)alkyl, (C1-C4)alkoxy, (C1-C4)haloalkyl, or (C1-C4)haloalkoxy;
- and
- each RA and RB is, independently, (C1-C4)alkyl;
- comprising:
- (a) contacting a compound of Formula III:
- with POX3 in the presence of an ammonium halide salt and an amine selected from diisopropylethylamine, diethylphenylamine, diisopropylaniline, diethylaniline, diisopropylisobutylamine, tribenzylamine, triphenylamine, tricyclohexylamine, or diethylisopropylamine, wherein X is halo, to provide a compound of Formula II:
- and;
- (b) contacting said compound of Formula II with NHR1R2 to provide said compound of Formula I.
8 more elements
Dependencies are inferred from the claim text.