反应详情

A solution of tert-butyl 2-{2-[(3-aminoquinolin-4-yl)amino]ethoxy}ethylcarbamate (3.46 g, 10.0 mmol) in 50 mL of toluene was treated with triethylorthovalerate (2.5 mL, 14.5 mmol) and the reaction mixture was heated to reflux. A 25 mg portion of pyridinium hydrochloride was then added and refluxing was continued for 4 h. The reaction was then concentrated to dryness under reduced pressure. The residue was dissolved in 50 mL of CH2Cl2 and washed with saturated NaHCO3, H2O and brine. The organic portion was dried over Na2SO4 and concetrated to give a green oil. The green oil was dissolved in 50 mL of hot MeOH and treated with activated charcoal. The hot solution was filtered and concentrated to give 4.12 g of tert-butyl 2-[2-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)ethoxy]ethylcarbamate as a yellow oil.

1. temperaturethe reaction mixture was heated to reflux
2. temperaturerefluxing
3. concentrationThe reaction was then concentrated to dryness under reduced pressure
4. dissolutionThe residue was dissolved in 50 mL of CH2Cl2
5. washwashed with saturated NaHCO3, H2O and brine
6. dry with materialThe organic portion was dried over Na2SO4
7. customto give a green oil
8. filtrationThe hot solution was filtered
9. concentrationconcentrated