反应详情

A mixture of ethyl malonyl chloride (6.4 ml) in DCM (50 ml) was added dropwise at room temperature to a solution of intermediate (6-d) (15 g) and pyridine (10.7 ml) in DCM (150 ml). The mixture was stirred at room temperature overnight. Water was added and the mixture was decanted. The organic layer was dried, filtered and the solvent was evaporated. The residue (21 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/2-propanol/NH4OH 92/8/0.4). The desired fractions were collected and the solvent was evaporated, yielding 10.9 g (60%) of (±)-ethyl 4-(3-chlorophenyl)-6-[(4-chlorophenyl)hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-1,2-dihydro-2-oxo-3-quinolinecarboxylate (comp. 144).

1. customthe mixture was decanted
2. customThe organic layer was dried
3. filtrationfiltered
4. customthe solvent was evaporated
5. customThe residue (21 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/2-propanol/NH4OH 92/8/0.4)
6. customThe desired fractions were collected
7. customthe solvent was evaporated