HRID1472923

反应详情

EQUATION

反应方程式

HRID 1472923 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

To a solution of 6-bromopicolinaldehyde (1.00 g, 5.38 mmol) in dioxane (30 mL) at ambient temperature was added 4-fluoro-3-(trifluoromethyl)phenylboronic acid (1.11 g, 5.38 mmol), 2M cesium carbonate (8.0 mL, 16 mmol) and 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.220 g, 0.269 mmol). The mixture was degassed (3× vacuum/purge N2), then heated at 80° C. overnight. After cooling to room temperature the mixture was concentrated and the residue partitioned between water and CH2Cl2. The organic extract was concentrated and purified by chromatography (10% ethyl acetate:hexanes) to provide 1.31 g (91%) of the title compound. MS (DCI+) m/z 270 (M+H).

WORKUP

后处理

  1. customThe mixture was degassed
  2. custom(3× vacuum/purge N2)
  3. temperatureAfter cooling to room temperature the mixture
  4. concentrationwas concentrated
  5. customthe residue partitioned between water and CH2Cl2
  6. extractionThe organic extract
  7. concentrationwas concentrated
  8. custompurified by chromatography (10% ethyl acetate:hexanes)