HRID1478348

反应详情

EQUATION

反应方程式

HRID 1478348 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

A mixture of ethyl 8-chloro-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (120 mg, 0.400 mmol), 4-fluoro-phenyl boronic acid (67 mg, 0.48 mmol), (Ph3P)2PdCl2 (28 mg, 0.040 mmol), and Na2CO3 (190 mg in 0.8 mL of water, 1.80 mmol) in THF (5 mL) was degassed 3 times under N2 and heated to 80° C. overnight. The reaction mixture was diluted with ethyl acetate (50 mL), and washed with water (2×20 mL). The organic phase was separated, dried, and concentrated. The residue was purified by flash silica column chromatography (hexane:ethyl acetate, 1:2) to afford the title compound as a yellow solid (120 mg, 82%).

WORKUP

后处理

  1. customwas degassed 3 times under N2
  2. additionThe reaction mixture was diluted with ethyl acetate (50 mL)
  3. washwashed with water (2×20 mL)
  4. customThe organic phase was separated
  5. customdried
  6. concentrationconcentrated
  7. customThe residue was purified by flash silica column chromatography (hexane:ethyl acetate, 1:2)