反应详情

A solution of N-(3-(4-cyanophenyl)phenyl)pyrid-3-ylmethylamine (255 mg, 0.894 mmol) in 8 ml dichloromethane/2 ml pyridine was treated with 2,2,2-trifluoroethylsulfonyl chloride in 3 portions of 171 mg (0.94 mmol) over 1 h at 45° C. The solution was cooled and diluted with 60 ml diethyl ether and washed successively with water and saturated sodium bicarbonate solution. The organics were separated, dried over sodium sulfate, filtered, and concentrated to an oil. The oil was purified by radial chromatography on a 2 micron silica plate eluting with 2 to 4% methanol/dichloromethane to afford the title compound. 1H NMR: 8.65 (bs,1H), 8.42 (bs,1H), 7.85 (m,1H), 7.75 (d,2H,J=8 Hz), 7.58 (d,2H,J=8 Hz), 7.30-7.55 (m,5H), 5.02 (s,2H), 3.78 (q,2H,J=8 Hz). MS calcd. 431.44; MS (M+1) 432.1.

1. temperatureThe solution was cooled
2. washwashed successively with water and saturated sodium bicarbonate solution
3. customThe organics were separated
4. dry with materialdried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated to an oil
7. customThe oil was purified by radial chromatography on a 2 micron silica plate
8. washeluting with 2 to 4% methanol/dichloromethane