反应详情

A suspension of crude 3-methyl-2-oxo-1-(2-pyrimidinyl)-4-imidazolidinecarboxylic acid (0.6 mmol) in dichloromethane (10 ml) was treated with 1-hydroxybenzotriazole hydrate (98 mg, 0.72 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (138 mg, 0.72 mmol) and N-ethyl morpholine (0.3 ml, 2.4 mmol) was stirred at room temperature for 10 minutes. {[2-Chloro-3-(trifluoromethyl)phenyl]methyl}amine (126 mg, 0.6 mmol) was added. The reaction was diluted with dichloromethane (10 ml) and N,N-dimethylformamide (1 ml) and stirred at room temperature for 18 hours. Additional 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (138 mg, 0.72 mmol) was added and the suspension was stirred at room temperature for 5 days. The mixture was diluted with dichloromethane and the solution was washed with saturated sodium hydrogen carbonate solution, water, citric acid solution, water and brine, dried and evaporated. The residue was purified by mass-directed automated HPLC. The solid was triturated with ether/hexanes, collected and dried to give N-{[2-chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-2-oxo-1-(2-pyrimidinyl)-4-imidazolidinecarboxamide (42 mg), LC/MS [M+H]+=414, retention time=2.30 minutes.

1. stirringstirred at room temperature for 18 hours
2. stirringthe suspension was stirred at room temperature for 5 days
3. washthe solution was washed with saturated sodium hydrogen carbonate solution, water, citric acid solution, water and brine
4. customdried
5. customevaporated
6. customThe residue was purified
7. customThe solid was triturated with ether/hexanes
8. customcollected
9. customdried