反应详情

3-{[3-(azidomethyl)-6-chloro-2-fluorophenyl]oxy}-2,5-dichlorobenzonitrile (0.565 g, 1.521 mmol) was dissolved in THF (5 mL) and was treated successively with triphenylphosphine (0.598 g, 2.281 mmol) and water (0.137 g, 7.60 mmol) at 25° C. for 3 days with stirring. The reaction mixture was concentrated to dryness and purified on 40 g silica gel eluted successively with EtOAc (to remove triphylphosphine oxide) followed by a gradient of 100% EtOAc to 10% CH3OH/DCM to give the desired product, 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-2,5-dichlorobenzonitrile (0.487 g, 1.409 mmol, 93% yield), as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.00 (d, J=2.20 Hz, 1H), 7.48-7.58 (m, 2H), 7.19 (d, J=1.83 Hz, 1H), 3.77 (s, 2H), 1.94 (br. s., 2H). LC-MS (ES+) m/z 344.89, 346.89, 348.89 [M+H].

1. concentrationThe reaction mixture was concentrated to dryness
2. custompurified on 40 g silica gel
3. washeluted successively with EtOAc (to remove triphylphosphine oxide)