Water → HCID 22112790, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of sodium hydride (50 mg) (60% suspension in mineral oil) in dry N,N-dimethylformamide (3 ml) under an atmosphere of dry nitrogen at room temperature was added dropwise a solution of ethanethiol (0.09 ml) in N,N-dimethylformamide (3 ml). After stirring for 10 mins a solution of 2-ethyl-4-bromo-7-methoxyfuro[2,3-c]pyridine (200 mg) in N,N-dimethylformamide (5 ml) was added dropwise and the reaction mixture heated at 150° C. for 60 mins. Water (5 ml) was added and the solvent removed in vacuo. The residue was dissolved in ethyl acetate (100 ml), washed with ammonium chloride solution (25 ml), water (25 ml) and brine (25 ml), dried over magnesium sulphate, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with ethyl actate afforded the title compound as a white solid (169 mg).

Provenance & Evidence