1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67540385, compound

Participants

Reaction Conditions

Reaction Steps

0.2 g N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC), 1.04 g 1-hydroxybenzotriazole hydrate and 150 μL triethylamine (Et3N) were successively added to a solution of 2-(1H-benzo[d]imidazol-2-yl)nicotinic acid (0.2 g. 0.836 mmol) and 3-amino-2-hydroxy-4-phenylbutanamide (170 mg, 0.875 mmol) in 40 ml of dichloromethane at 5° C., and the mixture was stirred at 5° C. for about 5 minutes. A pH of 8-9 was adjusted by adding of 50 μl Et3N, the mixture stirred for 1 hour at 5° C. and then overnight at room temperature. For work up the reaction mixture was evaporated to dryness, treated with 50 ml of water, the precipitate filtered off with suction, washed three times with water and dried at 50° C. over night. The crude product was purified by crystallization from 10 ml of 2-propanole yielding 50 mg of the title compound as white amorphous solid.

Provenance & Evidence