[C:1]1([NH:7][C:8](=[O:35])[NH:9][C:10]2[CH:34]=[CH:33][C:13]([C:14]([N:16]3[CH2:21][CH2:20][N:19]([CH2:22][C:23]4[CH:24]=[C:25]([CH:30]=[CH:31][CH:32]=4)[C:26]([O:28]C)=[O:27])[CH2:18][CH2:17]3)=[O:15])=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O1CCOCC1.O.[OH-].[Li+]>O>[C:1]1([NH:7][C:8](=[O:35])[NH:9][C:10]2[CH:11]=[CH:12][C:13]([C:14]([N:16]3[CH2:21][CH2:20][N:19]([CH2:22][C:23]4[CH:24]=[C:25]([CH:30]=[CH:31][CH:32]=4)[C:26]([OH:28])=[O:27])[CH2:18][CH2:17]3)=[O:15])=[CH:33][CH:34]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Methyl 3-((4-(4-(3-phenylureido)benzoyl)piperazin-1-yl)methyl)benzoate (0.47 g, 1 mmol) was suspended in a mixture of water (5 mL)/1,4-dioxane (15 mL) and treated with lithium hydroxide mono-hydrate (0.168 g, 4 mmol). The mixture was stirred at room temperature for 60 hours and was filtered over fluted paper. The filtrate was concentrated under vacuum and then acidified with 1M hydrochloric acid. The mixture was extracted with ethyl acetate (×4) and the combined organic layers were dried on magnesium sulfate, filtered and concentrated under vacuum to give the title compound (0.47 g).
Wird geladen…