2,4-Dichlorobenzylamine → HCID 25098284, compound

Participants

Reaction Steps

A mixture of 3-methyl-2-oxo-1-(2-pyrimidinyl)-4-imidazolidinecarboxylic acid TFA salt (168 mg, 0.5 mmol), 1-hydroxybenzotriazole hydrate (101 mg, 0.75 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (144 mg, 0.75 mmol) and N-ethyl morpholine (0.316 ml, 2.5 mmol) in dichloromethane (8 ml) was stirred at room temperature for 10 minutes. A solution of [1-(2,4-dichlorophenyl)methyl]amine (0.067 ml, 0.5 mmol) in dichloromethane (2 ml) was added and the reaction stirred at room temp for 4 hours. The mixture was partitioned between dichloromethane and saturated sodium hydrogen carbonate, The organic phase was separated, washed with water and brine, dried and evaporated. The residue was purified by silica gel chromatography eluting with 0-10% methanol in dichloromethane to give N-[(2,4-dichlorophenyl)methyl]-3-methyl-2-oxo-1-(2-pyrimidinyl)-4-imidazolidinecarboxamide (20 mg, 10.5% yield). LC/MS [M+H]+=380, retention time=2.22 minutes.

Provenance & Evidence