N-methyl-2-pyrrolidone → N-(4-cyano-2-methyl-3-(trifluoromethyl)phenyl)pivalamide

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(4-chloro-2-methyl-3-(trifluoromethyl)phenyl) pivalamide (3c) (0.4 g, 1.36 mmol) in NMP (5 mL) CuCN (0.3 g, 34.0 mmol) was added at room temperature under nitrogen atmosphere and heated to 220° C. for 36 h. The reaction mixture was slowly brought to room temperature, diluted with water (10 mL) and extracted with EtOAc (3×15 mL). The combined organic extracts were dried over Na2SO4 and concentrated under reduced pressure to give the crude compound which was purified by column chromatography to furnish the nitrile 3d (0.2 g, 52%) as a white solid.

Provenance & Evidence