Potassium caroate → HCID 16722419, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 4-{2-fluoro-5-methoxy-4-[5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-phenyl}-thiomorpholine (400 mg, 0.88 mmol) in methanol (6 mL) and water (0.3 mL) was added potassium monopersulfate triple salt (1.09 g, 1.77 mmol) under an atmosphere of nitrogen and the mixture was heated for 18 h at 80° C. The reaction mixture was cooled to ambient temperature, sodium bisulfite (38% in water, 3 mL) was added and stirred for 0.5 h at ambient temperature. The resulting suspension was extracted with dichloromethane (20 mL) and washed with aqueous sodium carbonate (half saturated). Drying over sodium sulfate and purification by chromatography (SiO2, heptane:ethyl acetate:dichloromethane=40:40:20 to 10:70:20) afforded the title compound (228 mg, 53%) as a white solid. MS: m/e=485.3 [M+H]+.

Provenance & Evidence