反应 #659307

反应方程式

2,8-dichloroquinoline-3-carbaldehyde

2-(tributylstannanyl)pyrazine

→

title compound

收率 99.8%

8-Chloro-2-(pyrazin-2-yl)quinoline-3-carbaldehyde

收率 99.8%

溶剂

1,4-dioxane

反应条件

后处理

1. 1
   其他was degassed
2. 2
   温度to cool to room temperature overnight
3. 3
   过滤the solidified product was collected by filtration
4. 4
   洗涤washed repeatedly with ether
5. 5
   浓缩The filtrate was concentrated
6. 6
   其他to give a second crop, which
7. 7
   过滤was filtered
8. 8
   洗涤washed with ether

实验过程

A mixture of 2,8-dichloroquinoline-3-carbaldehyde (2.3 g, 10.18 mmol), 2-(tributylstannanyl)pyrazine (4.5 g, 12.2 mmol) and tetrakis(triphenylphosphine)-palladium(0) (0.4 g, 0.35 mmol) in 1,4-dioxane (25 mL) was degassed and the mixture was heated under nitrogen at 110° C. for 5 h. The mixture was allowed to cool to room temperature overnight and the solidified product was collected by filtration and washed repeatedly with ether. The filtrate was concentrated and left in a refrigerator for 2 h to give a second crop, which was filtered, washed with ether and combined with the bulk material to give the title compound (2.74 g, 99%) as a yellow crystalline solid. LCMS (ES+) 270 (M+H)+, RT 1.41 minutes.

来源