Triethylamine → 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-(2,2,4-trimethyl-cyclohex-3-enyl)-ethyl]-amide

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of O-methyl-N-[1-(2,2,4-trimethyl-cyclohex-3-enyl)-ethyl]-hydroxylamine (diastereomere B), prepared as described in example P7, (58 mg; 0.29 mmol) and triethylamine (50 μl; 0.35 mmol) in dichloromethane (1.2 ml) was added dropwise 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride (57 mg; 0.29 mmol). The reaction mixture was stirred at 24° C. for 16 hours under nitrogen. The mixture was concentrated to an oil which was subject to flash-master column chromatography (Elution gradient: cyclohexane/ethyl acetate 99:1 to 1:99) to afford 80 mg (78% of theory) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid methoxy-[1-(2,2,4-trimethyl-cyclohex-3-enyl)-ethyl]-amide as a clear oil.

Provenance & Evidence