反应详情

To a suspension of (3RS)-2,3-dihydro-5-(2-flurophenyl)-1-(2-oxo-2H-1-benzopyran-6-yl)methyl-3-phthalimido-1H-1,4-benzodiazepin-2-one (1.30 g) in THF (50 ml) was added dropwise hydrazine monohydrate (0.12 g) under stirring at ambient temperature. The mixture was stirred for 2 hours at the same temperature and refluxed under stirring for 2 hours. The reaction mixture was cooled in an ice-bath. The resultant precipitates were filtered off and washed with THF. The filtrate and washing were combined and concentrated in vacuo to afford a residue. The residue was dissolved into chloroform (100 ml) and extracted with 1N-HCl aqueous solution (2×25 ml). The aqueous layer was alkalined with sodium bicarbonate, extracted with chloroform (2×100 ml), dried over magnesium sulfate and filtered. The filtrate was concentrated in vacuo to afford a crude product. The crude product was purified by column chromatography on silica gel with an eluent of a mixture of chloroform and ethyl acetate to afford (3RS)-3-amino-2,3-dihydro-5-(2-fluorophenyl)-1-(2-oxo-2H-1-benzopyran-6-yl)methyl-1H-1,4-benzodiazepin-2-one as a colorless crystalline solid (0.30 g).

1. stirringThe mixture was stirred for 2 hours at the same temperature
2. temperaturerefluxed
3. stirringunder stirring for 2 hours
4. temperatureThe reaction mixture was cooled in an ice-bath
5. customThe resultant precipitates
6. filtrationwere filtered off
7. washwashed with THF
8. washThe filtrate and washing
9. concentrationconcentrated in vacuo
10. customto afford a residue
11. extractionextracted with 1N-HCl aqueous solution (2×25 ml)
12. extractionextracted with chloroform (2×100 ml)
13. dry with materialdried over magnesium sulfate
14. filtrationfiltered
15. concentrationThe filtrate was concentrated in vacuo
16. customto afford a crude product
17. customThe crude product was purified by column chromatography on silica gel with an eluent of a mixture of chloroform and ethyl acetate