反应详情

温度

110 °C

Copper iodide (10.0 mg, 0.113 mmol), trans-1,2-diamino cyclohexane (10.0 mg, 0.091 mmol) and potassium carbonate (169 mg, 1.22 mmol) were added to a solution of 1,4-dioxane (5 mL) previously purged with argon (10 minutes). The reaction mixture was purged with argon for 10 minutes, followed by the addition of 1-pyridin-3-yl-imidazolidin-2-one (I-1b: 100 mg, 0.61 mmol) and 2-bromo naphthalene (126 mg, 0.61 mmol). The reaction mixture was heated to reflux at 110° C. for 15 hours. The reaction was monitored by TLC (10% MeOH in chloroform). The reaction mixture was filtered through a celite bed and the bed was washed with chloroform. The organic layer was concentrated and purification by column chromatography (using silica gel of mesh size of 60-120, 20% ethyl acetate in hexane as eluent) afforded 48 mg (28% yield) of 1-naphthalen-2-yl-3-pyridin-3-yl-imidazolidin-2-one.

1. custompreviously purged with argon (10 minutes)
2. customThe reaction mixture was purged with argon for 10 minutes
3. temperatureThe reaction mixture was heated
4. filtrationThe reaction mixture was filtered through a celite bed
5. washthe bed was washed with chloroform
6. concentrationThe organic layer was concentrated
7. custompurification by column chromatography (using silica gel of mesh size of 60-120, 20% ethyl acetate in hexane as eluent)