Ethyl Acetate → 6-[3-(3,4-Difluoro-phenyl)-5-formyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester

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6-[3-(3,4-Difluoro-phenyl)-5-([E]-styryl)-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (5.0 g, 11.2 mmol), osmium(VIII) oxide (70.9 mg, 0.28 mmol), sodium metaperiodate (9.54 mg, 44.6 mmol), benzyltriethylammonium chloride (1.04 mg, 4.46 mmol) in dioxane (75 mL) and water (25 mL) were heated for 15 min at 120° C. in a microwave. Addition of water and extraction with ethyl acetate and chromatography (silica, ethyl acetate:heptane=1:4 to 1:1) afforded the title compound (2.54 g, 61%) as a white solid. MS: m/e=375.1 [M+H]+.

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