m-Chloroperbenzoic acid → HCID 18996926, compound

Participants

Reaction Conditions

Reaction Steps

3-Chloroperoxybenzoic acid, an oxidant (2.85 g), was added to a stirred solution of 5-cyclopropyl-4-(2-methylsulphenylpyridin-3-oyl)isoxazole (236 g) in dichloromethane at -20° C. A further quantity of the oxidant (0.14 g) was added after 5 minutes. The reaction mixture was stirred at -20° C. until analysis (by thin layer chromatography) indicated reaction was complete. The mixture was filtered and the filtrate was washed successively with aqueous sodium bicarbonate solution and aqueous sodium metabisulphite solution, dried (anhydrous magnesium sulphate), filtered and evaporated. The crude product was suspended in refluxing acetonitrile. The suspension was cooled to room temperature and filtered. The product was dried to yield 5-cyclopropyl-4-(2-methylsulphinylpyridin-3-oyl)isoxazole (compound 7, 2.0 g) as colourless crystals, m.p.148°-152.4° C.

Provenance & Evidence