HRID1506658

反应详情

EQUATION

反应方程式

HRID 1506658 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
200 °C

PROCEDURE

实验过程

To 4-bromo-5-(4-chlorophenyl)-1-methyl-1H-imidazole (1.3 g, 4.79 mmol) in DMF (8.4 mL) and pyridine (1.6 mL) was added CuCN (1.3 g, 14.4 mmol). The reaction was heated in a microwave reactor at 200° C. for 35 min. After cooling to ambient temperature, the reaction was quenched by addition of a 3:1 solution of NH4OH/saturated aqueous NH4Cl (60 mL). The reaction was extracted with EtOAc, organics separated, washed with saturated aqueous NaHCO3, and dried with saturated aqueous NaCl. Solvents were removed in vacuo and the residue purified by column chromatography on silica to provide desired product and recovered starting material. The recovered starting material was resubjected to the reaction conditions and purified as above to provide additional desired product. MS (m/z) 218.3 [M+H]+.

WORKUP

后处理

  1. temperatureAfter cooling to ambient temperature
  2. customthe reaction was quenched by addition of a 3:1 solution of NH4OH/saturated aqueous NH4Cl (60 mL)
  3. extractionThe reaction was extracted with EtOAc, organics separated
  4. washwashed with saturated aqueous NaHCO3
  5. dry with materialdried with saturated aqueous NaCl
  6. customSolvents were removed in vacuo
  7. customthe residue purified by column chromatography on silica