Pyridine → HCID 10669009, compound

Participants

Reaction Conditions

Reaction Steps

Methyl chloroformate (0.23 ml) in acetonitrile (1 ml) was added dropwise to a stirred solution of 5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-thiophenamine (1.1 g) and pyridine (0.24 ml) in acetonitrile (8 ml) and tetrahydrofuran (10 ml) at -20° C. The mixture was stirred at 5° C. for 1 hour, diluted with ethyl acetate, washed with water, dried, and concentrated. The residue was purified by column chromatography on silica gel (30 g) eluting with a mixture of toluene and ethyl acetate (10:1). The product was recrystallized from ethanol to give pale red crystals of methyl N-{5-(4-fluorophenyl)-4-[4-(methylsulfonyl)phenyl]-2-thienyl}carbamate (0.84 g).

Provenance & Evidence