反应详情

温度

0 °C

α-Methyl-1-(2-methylpropyl)-1H-imidazo[4,5c]quinoline-2-ethanol (6.5 g, 23 mmol, Example 74) was dissolved in N,N-dimethylformamide (50 mL) then cooled to 0° C. Sodium hydride (0.8 g, 25 mmol), 80% dispersion in mineral oil) was added and the resulting mixture was stirred at 0° C. for about 1 hour. Methyl iodide (2.2 mL, 34 mmol) was added and the resulting mixture was stirred at 0° C. for about 1 hour and then allowed to warm to room temperature. The reaction was quenched with water and then diluted with ethyl acetate. The organic layer was separated, washed several times with water, dried over magnesium sulfate then concentrated under vacuum. The resulting residue was purified by silica gel chromatography using 2-5% methanol in methylene chloride to give about 3 g of the desired product. The structure was confirmed by nuclear magnetic resonance spectroscopy.

1. stirringthe resulting mixture was stirred at 0° C. for about 1 hour
2. temperatureto warm to room temperature
3. customThe reaction was quenched with water
4. additiondiluted with ethyl acetate
5. customThe organic layer was separated
6. washwashed several times with water
7. dry with materialdried over magnesium sulfate
8. concentrationthen concentrated under vacuum
9. customThe resulting residue was purified by silica gel chromatography