m-Chloroperbenzoic acid → HCID 86587018, compound

Participants

Reaction Steps

To a solution of 6-dimethylamino-N-(4-fluoro-phenyl)-nicotinamide (0.027 g, 0.11 mmol, prepared as in Example 1) in 2 mL of dry dichloromethane/methanol (4:1) was added 3-chloroperoxybenzoic acid (0.020 g, 0.12 mmol) at 0° C. The reaction mixture was then heated to reflux and additional 3-chloroperoxybenzoic acid (0.040 g, 0.24 mmol) was added. After heating for a total of 7 h the reaction mixture was cooled, diluted with chloroform and washed with aqueous sodium carbonate (1M), dried over sodium sulfate, and concentrated in vacuo. Purification by flash chromatography, using 10% methanol/dichloromethane saturated with ammonia, yielded 4 mg (13%) of the desired product as a white solid. MS (EI) m/z 274.18 (M−H)−.

Provenance & Evidence