2,4-Dichlorobenzylamine → HCID 25096465, compound

Participants

Reaction Steps

A mixture of 3-methyl-1-(1-methylethyl)-2-oxo-4-imidazolidinecarboxylic acid (100 mg, 0.537 mmol), N-ethylmorpholine (0.274 ml, 2.148 mmol), 1-hydroxybenzotriazole hydrate (99 mg, 0.644 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (124 mg, 0.644 mmol) in dichloromethane (9 ml) was stirred at room temperature for 10 minutes. A solution of [1-(2,4-dichlorophenyl)methyl]amine (95 mg, 0.537 mmol) in dichloromethane (1 ml) was added and the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with dichloromethane (10 ml) and the mixture was washed with saturated sodium hydrogen carbonate solution (10 ml) and brine (10 ml), dried and evaporated. The residue was purified by mass-directed automated HPLC. The residue was triturated with ether and the resulting solid was collected and dried to give N-[(2,4-dichlorophenyl)methyl]-3-methyl-1-(1-methylethyl)-2-oxo-4-imidazolidinecarboxamide (124 mg, 67%). LCMS [M+H]+=344, retention time=2.32 minutes.

Provenance & Evidence