反应详情

温度

0 °C

3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester (96.7 mg, 0.35 mmol), prepared as described above, (5-bromo-2-methoxy-phenyl)-methanol (152 mg, 0.7 mmol) and triphenylphosphene (183.6, 0.7 mmol) were combined in a reaction vial and THF (1 mL) was added. The mixture was stirred until complete solution was attained, then cooled to 0° C., and diisopropylazodicarboxylate (0.136 mL, 0.7 mmol) was added dropwise. The reaction mixture was agitated at room temperature overnight, diluted with THF (2 mL) then treated directly with the Amberlyst® resin (3 g, 4 mmol). This reaction mixture was agitated overnight and the resin was then filtered and washed with DMF (2×3 mL) and several portions of methanol. The product was eluted by treating the resin with a 20% solution of formic acid in methanol (5 mL) and washing with methanol (3 mL). The combined eluant and final wash was evaporated to provide the title compound (154 mg, 99%). LCMS (ESMS): m/z 447/9 (M+H+).

1. additionwas added
2. stirringThe reaction mixture was agitated at room temperature overnight
3. stirringThis reaction mixture was agitated overnight
4. filtrationthe resin was then filtered
5. washwashed with DMF (2×3 mL) and several portions of methanol
6. washThe product was eluted
7. additionby treating the resin with a 20% solution of formic acid in methanol (5 mL)
8. washwashing with methanol (3 mL)
9. washThe combined eluant and final wash
10. customwas evaporated