反应 #8461

反应方程式

product

alpha-bromo-2′-fluoro-4′-chloropropoxyacetophenone

2-amino-4-picoline

→

2-(4′-chloropropoxy-2′fluorophenyl)-7-methylimidazo[1,2-a]pyridine

溶剂

ethanol

反应条件

后处理

1. 1
   其他the solvent evaporated in vacuo
2. 2
   其他A portion of the residue was purified via silica gel chromatography (ethyl acetate/hexane) directly
3. 3
   workup.DISSOLUTIONThe remainder of the residue was dissolved in methanol/dichloromethane
4. 4
   workup.ADDITIONtreated with Dowex® 550A basic resin (Aldrich, Milwaukee, Wis.) for 10 minutes
5. 5
   其他The resin was removed via filtration
6. 6
   其他the filtrate evaporated
7. 7
   workup.ADDITIONThe combined material (0.42 g) containing the title compound
8. 8
   其他was used without further purification

实验过程

A solution of the product of Step B (1.0 g) and 2-amino-4-picoline (0.357 g) in ethanol (4 mL) was heated at 73° C. for 18 hours. The reaction mixture was cooled to ambient temperature and the solvent evaporated in vacuo. A portion of the residue was purified via silica gel chromatography (ethyl acetate/hexane) directly. The remainder of the residue was dissolved in methanol/dichloromethane and treated with Dowex® 550A basic resin (Aldrich, Milwaukee, Wis.) for 10 minutes. The resin was removed via filtration and the filtrate evaporated prior to silica gel chromatography (ethyl acetate/hexane). The combined material (0.42 g) containing the title compound was used without further purification.

来源