Sodium Hydroxide → N-[2-[[2-Hydroxy-3-(4-(2-methoxyethyl)phenoxy)propyl]amino]ethyl]-4-(1H-imidazol-1-yl)benzamide

Participants

Reaction Conditions

Reaction Steps

To 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.

Provenance & Evidence