Dimethylcarbamoyl Chloride → HCID 19864572, compound

Participants

Reaction Steps

To a suspension of 4-n-butyl-3-carboxy-pyridine N-oxide (600 mg, 3 mmol) in 15 ml of dichloromethane is added trimethylsilylcyanide (595 mg, 6 mmol), and the solution is stirred for 5 min. Then dimethylcarbamoyl chloride (645 mg, 6 mmol) is added and stirring continued for 4 days under reflux. After cooling, the solution is evaporated to dryness under reduced pressure, and the residue is purified by column chromatography (dichloromethane/methanol 3:1) to yield 4-n-butyl-5-carboxy-2-cyano-pyridine, m.p. 267°-268°, Rf =0.3.

Provenance & Evidence