Patent ID: 9102655
Filing Date: 2015-08-11
Classification: A01N,C07C,C07D

Abstract:
1. A process comprising: (a) halogenating and reducing 4-nitropyrazole to produce (b) mono-acylating 3-chloro-1H-pyrazol-4-amine hydrochloride (1a) with acetic anhydride in the presence of a base to yield (c) reacting 1(b) with a suitable halopyridine in the presence of a copper salt, an amine, and a base, to yield N-(3-chloro-1-(pyridin-3-yl)-1H-pyrazol-4-yl)acetamide (1c) (d) reacting 1(c) with a suitable reducing agent in the presence of an acid to yield 3-chloro-N-ethyl-1-(pyridin-3-yl)-1H-pyrazol-amine (1d) (e) reacting 1(d) with a suitable activated carboxylic acid, carboxylic acid anhydride, or acid chloride of a carboxylic acid to yield thioether (1e) wherein, R 1 is selected form the group consisting of C 1 -C 4 haloalkyl and C 1 -C 4 alkyl-C 3 -C 6 halocycloalkyl.