Acetyl chloride → HCID 58838571, compound

Participants

Reaction Steps

At room temperature, 56.0 mg (2.3 mmol) of sodium hydride are added to a solution of 300.0 mg (0.78 mmol) of 5-fluoro-1-methyl-3-(trifluoromethyl)-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide in 10.0 ml of tetrahydrofuran. The reaction mixture is stirred at room temperature for 15 min, and 366.6 mg (4.7 mmol) of acetyl chloride and 2.2 g (21.2 mmol) of acetic anhydride are added. After 16 h of heating under reflux, the reaction mixture is added to 100 ml of methanol and 3 ml of triethylamine, and the mixture is filtered and concentrated under reduced pressure. Recrystallization from cyclohexane gives 182 mg (54.7% of theory) of N-acetyl-5-fluoro-1-methyl-3-(trifluoromethyl)-N-[2-(1,3,3-trimethylbutyl)phenyl]-1H-pyrazole-4-carboxamide of log P (pH 2.3)=4.63.

Provenance & Evidence