HRID1747345

反应详情

EQUATION

反应方程式

HRID 1747345 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

3-(2-Oxo-2,3-dihydro-benzoimidazol-1-yl)-hexanoic acid ethyl ester (40 mg, 0.145 mmol), prepared as described above, was dissolved in DMF (1 mL), and potassium carbonate (69 mg, 0.50 mmol) was added followed by 2-bromomethyl-1,4-dimethyl-benzene (56.3 mg, 0.28 mmol). The resulting mixture was heated at 80° C. for 4 h, cooled, filtered, and the solution was treated directly with the Amberlyst® resin (524 mg, 0.7 mmol). This reaction mixture was agitated overnight and the resin was then filtered and washed with several portions of methanol. The product was eluted by treating the resin with a 20% solution of formic acid in methanol (2×3 mL) and washing with methanol (2×3 mL). The combined eluant and final wash was evaporated to provide the title compound (25 mg, 47%). LCMS (ESMS): m/z 367 (M+H+).

WORKUP

后处理

  1. temperaturecooled
  2. filtrationfiltered
  3. filtrationthe resin was then filtered
  4. washwashed with several portions of methanol
  5. washThe product was eluted
  6. additionby treating the resin with a 20% solution of formic acid in methanol (2×3 mL)
  7. washwashing with methanol (2×3 mL)
  8. washThe combined eluant and final wash
  9. customwas evaporated