5-(4-Cyano-imidazol-1-yl)-2-nitro-4-trifluoromethyl-benzoic acid methyl ester → 2-Amino-5-(4-cyano-imidazol-1-yl)-4-trifluoromethyl-benzoic acid methyl ester

Participants

Reaction Steps

A solution of 350 mg (1.03 mmoles) of 5-(4-cyano-imidazol-1-yl)-2-nitro-4-trifluoromethyl-benzoic acid methyl ester in 100 ml methanol is treated with 22 mg of 10% palladium on charcoal and hydrogenated at room temperature under a pressure of 1 bar for 16 hours. After filtration of the catalyst and evaporation of the solvent the residue is chromatographed on silica gel using dichloromethane and rising quantities of up to 15% of methanol to give 35 mg (0.113 mmol, 11%) of amorphous 2-amino-5-(4-cyano-imidazol-1-yl)-4-trifluoromethyl-benzoic acid methyl ester, ES-MS: m/z 311 [M+H]+.

Provenance & Evidence