Sodium Bicarbonate → 3-(3-Methyl-isoxazol-5-yl)-2-oxo-4-phenyl-1,2-dihydroquinoline-6-carboxaldehyde

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A mixture of 6-(1,2-dihydroxy-ethyl)-3-(3-methyl-isoxazol-5-yl)-4-phenyl-1H-quinolin-2-one (40 mg, 0.11 mmol), sodium periodate (94 mg, 0.44 mmol), saturated aqueous sodium bicarbonate (0.2 mL), and DCM (5 mL) was stirred for 4 h at room temperature, then filtered and concentrated. The residue was purified by flash chromatography on silica gel to provide 3-(3-methyl-isoxazol-5-yl)-2-oxo-4-phenyl-1,2-dihydroquinoline-6-carboxaldehyde (a) as a white solid (31 mg, 85%).

Provenance & Evidence