HRID558592

反应详情

EQUATION

反应方程式

HRID 558592 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

CONDITIONS

反应条件

温度
23 °C

PROCEDURE

实验过程

A mixture of 6-bromo-8-methyl-imidazo[1,2-a]pyridine (example C.20 step 1) (7.0 g, 33 mmol), commercially available 4-(trifluoromethyl)phenylboronic acid (6.929 g, 36 mmol), Pd(PPh3)4 (383 mg, 1 mol %) and 1M Na2CO3-solution (77 mL, 77 mmol) in DME (150 mL) was stirred at reflux for 1 h. Cooled to 23° C., diluted with water, extracted with EtOAc, washed the organic layer with brine, dried over MgSO4. Removal of the solvent in vacuum left a brown solid, which was purified by silica gel column chromatography with EtOAc/MeOH to give the title compound as a white solid (8.29 g, 91%). MS (ISP) 277.1 [(M+H)+].

WORKUP

后处理

  1. temperatureat reflux for 1 h
  2. extractionextracted with EtOAc
  3. washwashed the organic layer with brine
  4. dry with materialdried over MgSO4
  5. customRemoval of the solvent in vacuum
  6. waitleft a brown solid, which
  7. customwas purified by silica gel column chromatography with EtOAc/MeOH