Trifluoromethanesulfonic anhydride → HCID 66968750, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-(4-fluorophenyl)-5-methylpyridine-2-carbonitrile (16.76 g, 79 mmol) and sodium percarbonate (24.8 g, 158 mmol) in acetonitrile (200 mL) was added dropwise trifluoromethanesulfonic acid anhydride (66.8 g, 237 mmol) at 0° C., and the mixture was stirred at 0° C. for 1 hr and further at room temperature overnight. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/2→1/1) to give the title compound (6.2 g, 40%) as a white solid.

Provenance & Evidence