反应详情

90% acetaldehyde (31 μL) and acetic acid were added to a solution of 6-{(E)-1-[4-(azetidin-3-ylsulfanyl)phenyl]-2-cyclopentylethenyl}-2-methoxy-3-methylpyridine in chloroform (2 mL), and the mixture was stirred at room temperature for 30 minutes. The reaction solution was cooled and sodium triacetoxyborohydride (206 mg) was added, after which the mixture was stirred at room temperature for 30 minutes. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=100:0→93:7) to give 6-[(E)-2-cyclopentyl-1-{4-[(1-ethylazetidin-3-yl)sulfanyl]phenyl}ethenyl]-2-methoxy-3-methylpyridine as a colorless oil (78 mg, 58%).

1. temperatureThe reaction solution was cooled
2. stirringafter which the mixture was stirred at room temperature for 30 minutes
3. extractionfollowed by extraction with ethyl acetate
4. washThe organic layer was washed with brine
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationfiltered
7. customThe solvent was then evaporated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (chloroform:methanol=100:0→93:7)