m-Chloroperbenzoic acid → HCID 59296173, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 200 mg of 4-[4-butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methylsulfanyl-benzonitrile (prepared according to the method described in example 23) in 4 ml of dichloromethane at 0° C. was added 74 mg of meta-chloroperbenzoic acid. The resulting mixture was stirred at 0° C. for 2 hours then kept in the freezer overnight. A saturated aqueous solution of sodium hydrogenocarbonate was added and the organic layer was separated. The aqueous layer was extracted with dichloromethane. The combined extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure to give 203 mg of 4-[4-butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methylsulfinyl-benzonitrile, which was transformed into 3-{4-[4-butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-methylsulfinyl-phenyl}-4H-[1,2,4]oxadiazol-5-one according to the method described in example 1.

Provenance & Evidence