反应详情

To a solution of 1-(2-benzyloxyethyl)-3-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-6-carbonitrile (1.44 g, 4.00 mmol) in ethanol (30 ml) was added acetyl chloride (8.5 ml, 120 mmol) under ice-cooling, and the mixture was heated under reflux for 3 hr. The mixture was allowed to cool to room temperature, and the solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate and water was added. The mixture was extracted with ethyl acetate, and the organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure and the residue was purified by silica gel chromatography (hexane:ethyl acetate=4:1) to give ethyl 1-(2-benzyloxyethyl)-3-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate (1.14 g, yield 70%).

1. temperaturecooling
2. temperaturethe mixture was heated
3. temperatureunder reflux for 3 hr
4. customthe solvent was evaporated under reduced pressure
5. dissolutionThe residue was dissolved in ethyl acetate
6. additionwater was added
7. extractionThe mixture was extracted with ethyl acetate
8. washthe organic layer was washed successively with water and saturated brine
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationAfter filtration
11. customthe solvent was evaporated under reduced pressure
12. customthe residue was purified by silica gel chromatography (hexane:ethyl acetate=4:1)