Potassium Fluoride → HCID 86692554, compound

Participants

Reaction Steps

1-(5-Iodo-4-methylpyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (395 mg), copper(I) iodide (1.13 g), triethyl(trifluoromethyl)silane (1.11 ml), and potassium fluoride (345 mg) were suspended in N,N-dimethylformamide (6.2 ml) and N-methylpyrrolidone (6.2 ml), and stirred at 70° C. for 9 hours. After completion of the reaction, the mixture was allowed to cool, extracted with ethyl acetate, the obtained organic layer was sequentially washed with 28% ammonia water, water, and saturated brine, dried over anhydrous sodium sulfate, and then the solvent was evaporated. The obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give 5-methyl-1-[4-methyl-5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxylic acid ethyl ester (271 mg) as a white solid.

Provenance & Evidence