反应详情

To a solution of 2-[4-(5-bromo-3-methylpyridin-2-yl)cyclohex-3-en-yl]aminoethanol (860 mg) and triethylamine (0.424 ml) in dichloromethane (10 ml) was added chloroacetic acid chloride (0.242 ml) under ice-cooling with stirring. The mixture was stirred at the same temperature for 1 hour, then water was added thereto, and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated. The obtained residue was dissolved in isopropyl alcohol (10 ml), and hydroxide potassium (129 mg) was added thereto at room temperature with stirring. The mixture was stirred at the same temperature for 8 hours, and then to the reaction solution was added water, and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated. The obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give the titled compound (855 mg) as a white solid.

1. temperaturecooling
2. stirringThe mixture was stirred at the same temperature for 1 hour
3. extractionextracted with chloroform
4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
5. customthe solvent was evaporated
6. dissolutionThe obtained residue was dissolved in isopropyl alcohol (10 ml)
7. additionhydroxide potassium (129 mg) was added
8. stirringat room temperature with stirring
9. stirringThe mixture was stirred at the same temperature for 8 hours
10. additionto the reaction solution was added water
11. extractionextracted with chloroform
12. dry with materialThe organic layer was dried over anhydrous sodium sulfate
13. customthe solvent was evaporated
14. customThe obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate)