反应详情

4-Chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (20.0 mg, 0.0487 mmol) was dissolved in dichloromethane (0.5 mL), and the solution was added with benzylamine (0.011 mL, 0.10 mmol) and sodium triacetoxyborohydride (32 mg, 0.15 mmol) followed by stirring at room temperature for 16 hours. The reaction mixture was added with 3 mol/L aquous sodium hydroxide solution, extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate. The mixture was added with aldehyde resin and stirred at room temperature for 16 hours. The resin was filtered off and the solvent of the filtrate was evaporated under reduced pressure. The residue was dissolved in chloroform, and the solution was filtered through a column filled with SCX (positive-ion-exchange resin). The resulting SCX was washed with 7 mol/L ammonia-methanol solution and the solvent of the filtrate was evaporated under reduced pressure to obtain 4-chloro-7-[1-(tert-butoxycarbonyl)-5-(benzylaminomethyl)indol-2-yl]isoindolinone.

1. extractionextracted with dichloromethane
2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
3. additionThe mixture was added with aldehyde resin
4. stirringstirred at room temperature for 16 hours
5. filtrationThe resin was filtered off
6. customthe solvent of the filtrate was evaporated under reduced pressure
7. dissolutionThe residue was dissolved in chloroform
8. filtrationthe solution was filtered through a column
9. additionfilled with SCX (positive-ion-exchange resin)
10. washThe resulting SCX was washed with 7 mol/L ammonia-methanol solution
11. customthe solvent of the filtrate was evaporated under reduced pressure