反应详情

Triethyl orthoformate (21.1 ml, 127 mmol) was added to a solution of N5-[2-(3-pyridin-3-ylpropoxy)ethyl]tetrazolo[1,5-a]quinoline-4,5-diamine (30.8 g, 84.7 mmol) in 1,2-dichloroethane (750 ml) and the reaction was heated to reflux for 3 hours. The reaction was cooled to room temperature and diluted with saturated sodium bicarbonate (200 ml). The phases were separated and the aqueous layer was extracted with dichloromethane (3×75 ml). The combined organic fractions were washed with brine (200 ml), dried (Na2SO4) and concentrated to provide an orange solid. The solid was triturated with diethyl ether and then filtered to yield 28.7 g of 6-[2-(3-pyridin-3-ylpropoxy)ethyl]-6H-imidazo[4,5-c]tetrazolo[1,5-a]quinoline as a tan/orange solid.

1. temperaturethe reaction was heated
2. temperatureto reflux for 3 hours
3. customThe phases were separated
4. extractionthe aqueous layer was extracted with dichloromethane (3×75 ml)
5. washThe combined organic fractions were washed with brine (200 ml)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated
8. customto provide an orange solid
9. customThe solid was triturated with diethyl ether
10. filtrationfiltered