Methanol → HCID 57736470, compound

Participants

Reaction Steps

To a solution of 5-[(1-benzofuran-6-ylthio)(2,3,6-trifluorophenyl)methyl]-4-methylpyridine-2-carboxamide (93.0 mg, 0.217 mmol) in ethyl acetate (5 ml) and methanol (5 ml), 30% aqueous hydrogen peroxide (2.5 ml) and hexaammonium heptamolybdate tetrahydrate (10 mg, 0.00809 mmol) were added, and the mixture was stirred for 9 hours at room temperature. Hexaammonium heptamolybdate tetrahydrate (10 mg, 0.00809 mmol) was added to the reaction mixture, and the mixture was stirred for 16 hours at room temperature. Furthermore, 30 aqueous hydrogen peroxide (1.0 ml) was added to the reaction mixture, and the resulting mixture was stirred for 3 hours. Water was added to the reaction mixture, and the organic solvent was distilled off under reduced pressure. The resulting residue was extracted with ethyl acetate, and was washed sequentially with water, sodium thiosulfate, water and saturated brine. The residue was dried over magnesium sulfate, and then was concentrated. The resulting residue was subjected to flash silica gel column chromatography, and the fraction obtained from an elution with hexane:ethyl acetate=2:3 was concentrated. The resulting solid was recrystallized from ethyl acetate to obtain the title compound (35.8 mg, 0.0778 mmol, 36%) as a white solid.

Provenance & Evidence