Water → HCID 21082055, compound

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Reaction Steps

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.

Provenance & Evidence