反应详情

To a suspension of 2-amino-1-(6-bromopyridin-2-yl)ethanone hydrochloride (10.00 g, 39.8 mmol) obtained in Step 1, trans-4-chlorocarbonylcyclohexanecarboxylic acid methyl ester (9.00 g, 44.0 mmol) in acetonitrile (200 ml), a solution of triethylamine (13.9 ml, 100 mmol) in acetonitrile (60 ml) was added dropwise while ice-cooled for 2 hours. After the reaction solution was concentrated, water was added and extracted with ethyl acetate. The organic layer was sequentially washed with 10% aqueous citric acid, a saturated aqueous sodium bicarbonate, a saturated brine and dried over magnesium sulfate. After concentrated, the residue was purified by flash chromatography on silica gel (n-hexane:ethyl acetate=1:2) and the title compound (7.38 g, 48%) was obtained.

1. temperaturecooled for 2 hours
2. concentrationAfter the reaction solution was concentrated
3. additionwater was added
4. extractionextracted with ethyl acetate
5. washThe organic layer was sequentially washed with 10% aqueous citric acid
6. dry with materiala saturated aqueous sodium bicarbonate, a saturated brine and dried over magnesium sulfate
7. concentrationAfter concentrated
8. customthe residue was purified by flash chromatography on silica gel (n-hexane:ethyl acetate=1:2)