反应 #1855540

反应方程式

3-Chloro-5-(trifluoromethyl)-2-pyridinecarbaldehyde

potassium carbonate

diethyl ether

ethyl mercaptoacetate

→

title compound

ethyl 6-(trifluoromethyl)thieno[3,2-b]pyridine-2-carboxylate

溶剂

dichloromethane

N,N-dimethylformamide

反应条件

后处理

1. 1
   温度to cool to room temperature
2. 2
   洗涤washed with aqueous sodium carbonate
3. 3
   干燥The organic phase was dried over sodium sulfate
4. 4
   过滤filtered
5. 5
   浓缩the filtrate concentrated under reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane
7. 7
   过滤filtered
8. 8
   其他to remove solids
9. 9
   浓缩The filtrate was concentrated
10. 10
    其他the residue purified by flash chromatography (dichloromethane)

实验过程

3-Chloro-5-(trifluoromethyl)-2-pyridinecarbaldehyde (Chemical Abstracts number 175277-50-6, purchase from Maybridge), potassium carbonate (4.95 g), and ethyl mercaptoacetate (2.52 g) were combined in N,N-dimethylformamide (25 mL) at 25° C. and stirred for 18 hours. The mixture was then heated at 50° C. for 6 hours, allowed to cool to room temperature, poured into a mixture of diethyl ether (80 mL) and dichloromethane (25 mL), and washed with aqueous sodium carbonate. The organic phase was dried over sodium sulfate, filtered, and the filtrate concentrated under reduced pressure. The residue was dissolved in dichloromethane and filtered to remove solids. The filtrate was concentrated and the residue purified by flash chromatography (dichloromethane) to provide the title compound. MS (DCI/NH3) m/z 276.0 (M+H)+.

来源