反应详情

To a suspension of 1,1′-carbonyldiimidazole (125.2 mg, 0.792 mmol) in anhydrous tetrahydrofuran (1 ml) was added tert-butyl carbazate (102.1 mg, 0.792 mmol), and the mixture was stirred at room temperature for 1 hr. 1-(4-{2-[5-(4-Acetylpiperazin-1-yl)pyridin-2-yl]ethyl}phenyl)methanamine (130.7 mg, 0.386 mmol) was added, and the mixture was stirred at room temperature for 4 hrs. The reaction mixture was concentrated under reduced pressure, and ethyl acetate and aqueous sodium carbonate solution were added. The mixture was stirred, stood still and partitioned. The aqueous layer was extracted twice with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate→methanol:dichloromethane=1:20). The fraction containing the target product was concentrated and the obtained solid was suspended in a mixture of ethyl acetate (5 ml) and diisopropyl ether (10 ml), filtered and dried under reduced pressure to give tert-butyl 2-[(4-{2-[5-(4-acetylpiperazin-1-yl)pyridin-2-yl]ethyl}benzyl)carbamoyl]hydrazinecarboxylate (145.9 mg, yield 76.1%) as a white solid.

1. stirringthe mixture was stirred at room temperature for 4 hrs
2. concentrationThe reaction mixture was concentrated under reduced pressure, and ethyl acetate and aqueous sodium carbonate solution
3. additionwere added
4. stirringThe mixture was stirred
5. custompartitioned
6. extractionThe aqueous layer was extracted twice with ethyl acetate
7. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. customthe residue was purified by silica gel column chromatography (ethyl acetate→methanol:dichloromethane=1:20)
10. additionThe fraction containing the target product
11. concentrationwas concentrated
12. additionthe obtained solid was suspended in a mixture of ethyl acetate (5 ml) and diisopropyl ether (10 ml)
13. filtrationfiltered
14. customdried under reduced pressure