Triethylamine → 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(2,4-dichloro-phenyl)-1-fluoromethyl-ethyl]-methoxy-amide

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of N-[2-(2,4-dichlorophenyl)-1-fluoromethyl-ethyl]-O-methyl-hydroxylamine (0.21 g; 0.82 mmol), prepared as described in example P7c and triethylamine (0.13 ml; 0.90 mmol) in dichloromethane (1.9 ml) under nitrogen at 15° C. was added dropwise 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride (0.16 g; 0.82 mmol). The reaction mixture was stirred at 24° C. for 16 h under nitrogen. The mixture was poured in water and extracted three times with dichloromethane. Combined organics were dried over sodium sulfate and the solvent was removed in vacuo. The crude was subject to flash chromatography (eluant: c-hexane/ethyl acetate 90:10 to 10:90) to afford 0.22 g (64% of theory) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(2,4-dichloro-phenyl)-1-fluoromethyl-ethyl]-methoxy-amide as a yellow oil.

Provenance & Evidence