Dicyclohexylcarbodiimide → 1-[3-[[3-(Piperidin-1-yl)propylamino]carbonyl]propyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole dihydrochloride salt

Participants

Reaction Steps

To a stirring solution of 1-[3-carboxypropyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole (0.540 g, 1.5 mmol) in N,N-dimethylformamide (60 ml) were added sequentially 3-(piperidin-1-yl)propylamine (235 mg, 1.1 eq), 1-hydroxybenzotriazole (223 mg, 1.1 eq), and dicyclohexylcarbodiimide (340 mg, 1.1 eq). The resulting mixture was then stirred under a nitrogen atmosphere at room temperature for 64 hours. The reaction mixture was then filtered and the resulting filtrate was concentrated under reduced pressure. This residue was taken into ethyl acetate (200 ml) and washed once with water (200 ml), dried over potassium carbonate. The solvents were removed in vacuo to yield 0.731 grams of the title compound as an orange solid.

Provenance & Evidence