反应详情

NH3/iPrOH (6 ml) was added dropwise at 5° C. to a solution of 4-[chloro[4-(3-chlorophenyl)-1,2-dihydro-1-methyl-2-oxo-6-quinolinyl](1-methyl-1H-imidazol-5-yl)methyl]-benzonitrile (0.00121 mol), (obtained in stage c), in THF (7 ml). The mixture was stirred at room temperature for 4 hours, poured out into water and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: toluene/iPrOH/NH4OH; 90/10/1; 15–40 μm). The pure fractions were collected and the solvent was evaporated, yielding 0.3 g (52%) which were then purified by column chromatography over kromasil (eluent: CH3CN/NH4OAc; 40/60; 15–40 μm). The pure fractions were collected and the solvent was evaporated, yielding 0.18 g (31%) which were crystallized from CH3CN/diethyl ether. The precipitate was filtered off and dried, yielding 0.13 g (22%) of 4-[amino[4-(3-chlorophenyl)-1,2-dihydro-1-methyl-2-oxo-6quinolinyl](1-methyl-1H-imidazol-5-yl)methyl]-benzonitrile, melting point 245° C.

1. extractionextracted with EtOAc
2. customThe organic layer was separated
3. dry with materialdried (MgSO4)
4. filtrationfiltered
5. customthe solvent was evaporated
6. customThe residue was purified by column chromatography over silica gel (eluent: toluene/iPrOH/NH4OH; 90/10/1; 15–40 μm)
7. customThe pure fractions were collected
8. customthe solvent was evaporated
9. customyielding 0.3 g (52%) which
10. customwere then purified by column chromatography over kromasil (eluent: CH3CN/NH4OAc; 40/60; 15–40 μm)
11. customThe pure fractions were collected
12. customthe solvent was evaporated
13. customyielding 0.18 g (31%) which
14. customwere crystallized from CH3CN/diethyl ether
15. filtrationThe precipitate was filtered off
16. customdried