反应详情

To a solution of tert-butyl 4-(6-{2-[4-(hydroxymethyl)phenyl]ethyl}pyridin-3-yl)piperazine-1-carboxylate (198.8 mg, 0.500 mmol) in dichloromethane (3 ml) was added trifluoroacetic acid (3 ml) at room temperature, and the mixture was stirred for 2.5 hrs. The reaction mixture was concentrated under reduced pressure, saturated aqueous sodium hydrogen carbonate solution was added to the residue, and the mixture was extracted twice with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. Anhydrous tetrahydrofuran (3 ml) was added to the residue, and acetic anhydride (0.047 ml, 0.50′mmol) and triethylamine (0.069 ml, 0.50 mmol) were added. After stirring at room temperature for 3 hrs, the mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol:dichloromethane=1:20→4:10) to give (4-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}phenyl)methanol (113.4 mg, yield 66.8%) as a silghtly yellow solid.

1. concentrationThe reaction mixture was concentrated under reduced pressure, saturated aqueous sodium hydrogen carbonate solution
2. additionwas added to the residue
3. extractionthe mixture was extracted twice with ethyl acetate
4. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. additionwere added
7. stirringAfter stirring at room temperature for 3 hrs
8. concentrationthe mixture was concentrated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (methanol:dichloromethane=1:20→4:10)