反应详情

Under an argon atmosphere, to a solution of 1-(pyridin-4-yl)piperidine-4-carboxylic acid (Tetrahedron, vol. 44, No. 23, page 7095 (1988)) (500 mg) in tetrahydrofuran (5 ml) was added 1M borane-tetrahydrofuran solution (14.5 ml) with ice-cooling, and the mixture was stirred at room temperature for 12 hours. After completion of the reaction, the reaction mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was dissolved in 12% hydrochloric acid and stirred at 50° C. for 1 hour. The reaction mixture was neutralized with aqueous sodium hydrogencarbonate and 4N aqueous sodium hydroxide solution, and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and dried under reduced pressure to give the title compound (400 mg).

1. temperaturecooling
2. customAfter completion of the reaction
3. extractionextracted with ethyl acetate
4. washThe organic layer was washed successively with water and saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. customThe solvent was evaporated under reduced pressure
7. dissolutionthe obtained residue was dissolved in 12% hydrochloric acid
8. stirringstirred at 50° C. for 1 hour
9. extractionextracted with ethyl acetate
10. washThe organic layer was washed with saturated brine
11. dry with materialdried over anhydrous sodium sulfate
12. customThe solvent was evaporated under reduced pressure
13. customdried under reduced pressure