Dimethylformamide → 5-Methylpicolinonitrile

Participants

Reaction Steps

A mixture of 6-bromo-3-picoline (3 g, 17.4 mmol) and cuprous cyanide (2.3 g, 26.1 mmol) in DMF (60 mL) was heated at reflux for 1.5 h. The reaction mixture was diluted with dichloromethane, washed with aqueous ammonia, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by column chromatography (EtOAc:n-hexane, 1:9) to give the title compound (1.6 g, 78%).

Provenance & Evidence