反应详情

0.590 g (14.5 mmol) of hydrofluoric acid (47-51% in water) were slowly added to a solution of 0.375 g (0.723 mmol) of the 4-[4-(tert-butyl-dimethyl-silanyloxy)-butoxy]-6-[4-(4-fluoro-phenyl)-piperidin-1-yl]-2-methyl-5-nitro-pyrimidine in 10.0 ml of acetonitrile and 5.0 ml of dichloromethane. The reaction mixture was then stirred at room temperature for 1 hour. It was then poured into 50 ml of an ice/water mixture and extracted 3 times with 50 ml of dichloromethane. The combined dichloromethane phases were dried over magnesium sulfate and evaporated under reduced pressure. The residue formed was chromatographed on silica gel with a 9:1 to 1:1 v/v gradient of hexane and ethylacetate as the eluent giving 0.181 g (0.448 mmol, 61.9% of theory) of the 4-{6-[4-(4-fluoro-phenyl)-piperidin-1-yl]-2-methyl-5-nitro-pyrimidin-4-yloxy}-butan-1-ol as a light yellowish oil; MS: [M+H]+=405.

1. extractionextracted 3 times with 50 ml of dichloromethane
2. dry with materialThe combined dichloromethane phases were dried over magnesium sulfate
3. customevaporated under reduced pressure
4. customThe residue formed
5. customwas chromatographed on silica gel with a 9:1 to 1:1 v/v gradient of hexane and ethylacetate as the eluent