Ethylmorpholine → HCID 25094349, compound

Participants

Reaction Steps

A solution of 3-methyl-2-oxo-1-(5-pyrimidinyl)-4-imidazolidinecarboxylic acid (0.6 mmol) in dichloromethane (6 ml) was treated with N-ethyl morpholine (0.460 ml, 3.60 mmol), 1-hydroxybenzotriazole hydrate (110 mg, 0.720 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (138 mg, 0.720 mmol) and the mixture was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3-(trifluoromethyl)phenyl]methyl}amine (126 mg, 0.600 mmol) in dichloromethane (1 ml) was added and the reaction stirred at room temperature for 3 hours. The mixture was diluted with dichloromethane and the solution was washed with 3N citric acid, water, saturated sodium bicarbonate solution and brine, dried and evaporated. The residue was purified by mass-directed automated HPLC to give N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-(5-pyrimidinyl)-4-imidazolidinecarboxamide (54 mg, 22%). LC/MS [M+H]+=414, retention time 2.37 minutes.

Provenance & Evidence