反应详情

温度

150 °C

4-Chloro-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]quinolin-2-ol (2.0 g, 5.9 mmol) and ammonia (30 mL of a 7 N solution in methanol) were added to a high-pressure vessel, which was sealed and heated at 150° C. for two days. An analysis by LC/MS indicated the reaction was incomplete, and the vessel was sealed and heated at 165° C. for three days. The volatiles were removed under reduced pressure, and the residue was purified twice by automated flash chromatography (silica cartridge, eluting with aqueous ammonium hydroxide:methanol:dichloromethane in a gradient from 0:0:100 to 0.5:9.5:90). The resulting white solid was mixed with acetonitrile, isolated by filtration, and dried overnight under vacuum to provide 4-amino-1-(4-methoxybenzyl)-1H-imidazo[4,5-c]quinolin-2-ol as a white solid, mp greater than 260° C.

1. customwhich was sealed
2. customthe vessel was sealed
3. temperatureheated at 165° C. for three days
4. customThe volatiles were removed under reduced pressure
5. customthe residue was purified twice by automated flash chromatography (silica cartridge
6. washeluting with aqueous ammonium hydroxide
7. additionThe resulting white solid was mixed with acetonitrile
8. customisolated by filtration
9. customdried overnight under vacuum