反应详情

温度

65 °C

A mixture of (R)-methyl 2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)-2-phenylacetate (355 mg, 0.854 mmol, 1 equiv), 1-(3-iodopropyl)-1,3-dihydro-2H-benzimidazol-2-one (258.06 mg, 0.854 mmol, 1 equiv) and potassium carbonate (354.1 mg, 2.562 mmol, 3 equiv) in N,N-dimethylformamide was heated at 65° C. for 16 h. The reaction was cooled to ambient temperature and worked up using 5% methanol in dichloromethane and water. The organic layer was dried over MgSO4, and concentrated in vacuo. The crude mixture was purified by preparatory thin layer chromatography using 7% methanol in dichloromethane. The purified extract was lyophilized to afford the title compound as a white solid (140 mg, ˜30%); 1H NMR (400 MHz, DMSO-d6): δ 1.59 (t, 2H, J=15.2 Hz, J=14.8 Hz), 1.81 (bs, 2H), 2.33 (bs, 4H); 2.54-2.64 (m, 2H); 2.69-2.73 (m, 2H); 3.74 (s, 3H); 3.84 (t, 2H, J=6.8 Hz); 4.14 (d, 1H, J=4.4 Hz); 4.79 (d, 1H, J=4.8 Hz); 5.89 (s, 1H)); 6.78-6.84 (m, 3H); 6.97 (d, 3H, J=2.4 Hz); 7.16-7.18 (m, 1H); 7.23 (t, 2H, J=7.2 and 8.8 Hz); 7.39-7.46 (m, 5H); 10.82 (s, 1H; MS for C32H35N5O4 m/z 554.07 (M+H)+.

1. temperatureThe reaction was cooled to ambient temperature
2. dry with materialThe organic layer was dried over MgSO4
3. concentrationconcentrated in vacuo
4. customThe crude mixture was purified by preparatory thin layer chromatography
5. extractionThe purified extract