反应详情

(2S,5R)-4-{3-[1-(6-bromo-chroman-3-yl)-3-(3-chloro-4-fluoro-phenyl)-ureido]-propyl}-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (0.053 g, 0.081 mmol) was treated with 20% TFA/CH2Cl2 (0.4 mL) at room temperature for 2 hours. The reaction mixture was diluted with toluene (4 mL) and concentrated in vacuo. Purification on reverse-phase HPLC gave 0.043 g (96%) of (2R,5S)-1-(6-bromo-chroman-3-yl)-3-(3-chloro-4-fluoro-phenyl)-1-[3-(2,5-dimethyi-pipe razin-1-yl)-propyl]-urea as a white solid. 1H NMR (300 MHz, CD3OD): □ 7.83 (dd, J=6.6, 2.4 Hz, 1H), 7.53 (m, 2H), 7.45 (dd, J=8.7, 2.4 Hz, 1H), 7.38 (t, J=9.0 Hz, 1H), 6.98 (d, J=9.0 Hz, 1H), 4.71 (m, 1H), 4.46 (m, 2H), 4.07 (m, 1H), 4.00-3.20 (m, 10H), 2.26 (m, 2H), 1.66 (d, J=6.2 Hz, 3H), 1.63 (d, J=6.6 Hz, 3H). MS-ESI: 553.0 (M+H+).

1. concentrationconcentrated in vacuo
2. customPurification on reverse-phase HPLC