Cl.[NH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:18])[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[CH:9][CH:8]=1.[OH-:19].[Na+].O1C(C[C:25]2[CH:30]=[CH:29][C:28]([CH2:31][CH2:32][O:33][CH3:34])=[CH:27][CH:26]=2)C1>CO.O>[OH:19][CH:7]([CH2:6][O:18][C:25]1[CH:26]=[CH:27][C:28]([CH2:31][CH2:32][O:33][CH3:34])=[CH:29][CH:30]=1)[CH2:8][NH:2][CH2:3][CH2:4][NH:5][C:6](=[O:18])[C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH:17]=[CH:16][N:15]=[CH:14]2)=[CH:9][CH:8]=1To a solution of 10 g (37.5 mmol) N-(2-aminoethyl)-4-(1H-imidazol-1-yl)benzamide hydrochloride in 50 mL methanol and 5 mL water with 1.69 g (42 mmol) sodium hydroxide, add 8.59 g(41.2 mmol) 1,2-epoxy-3-[4-(2-methoxyethyl)phenyl]propane. Heat the mixtureto 60° C. for about 18 h. Cool the reaction mixture to room temperature and remove the solvents in vacuo. The resulting oil is chromatographed on alumina (activity III) using CH2Cl2 :MeOH, 98:2. Combine the appropriate fractions and remove the solvents to give the title compound which can be recrystallized from ethyl acetate.
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