Patent ID: 9723839
Date: 2017-08-08
CPC Classifications: A01N,C07D

Claim:
1. A process comprising: (a) halogenating and reducing 4-nitropyrazole with concentrated hydrochloric acid at a temperature between about 10° C. and about 20° C. with between about 1 equivalent and about 4 equivalents of triethylsilane and about 1 to 10 weight percent palladium on alumina to yield 3-chloro-1H-pyrazol-4-amine hydrochloride (1a) (b) acylating 1(a) with 3-chloropropionyl chloride in the presence of a base to yield 3-chloro-N—(-3-chloro-1H-pyrazol-4-yl)propanamide (4a) (c) reacting (4a) with HS—R (d) heteroarylation of (4b) with a halopyridine in the presence of a copper salt, an amine, and a base, to yield thioether (4c) (e) alkylating a thioether (4c) with R