2,4-Dichlorobenzylamine → HCID 25094623, compound

Participants

Reaction Steps

A solution of 3-methyl-1-(1-methyl-1H-imidazol-5-yl)-2-oxo-4-imidazolidinecarboxylic acid (155 mg, 0.458 mmol) and N-ethylmorpholine (0.348 ml, 2.75 mmol) in dichloromethane (5 ml) was treated with 1-hydroxybenzotriazole hydrate (84 mg, 0.550 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (88 mg, 0.458 mmol) and stirred at room temperature for 10 minutes. 1-(2,4-Dichlorophenyl)methanamine (81 mg, 0.458 mmol) was then added and the reaction mixture was stirred at room temperature for 6 hours. The reaction mixture was diluted with dichloromethane and washed with saturated sodium hydrogen carbonate solution, water and brine, separated through a hydrophobic frit and the organic layer reduced under vacuum. The residue was purified by mass-directed automated HPLC to give N-[(2,4-dichlorophenyl)methyl]-3-methyl-1-(1-methyl-1H-imidazol-5-yl)-2-oxo-4-imidazolidinecarboxamide (63 mg, 34.2% yield). LC/MS [M+H]+=382, retention time=1.71 minutes.

Provenance & Evidence