反应详情

Using the general method of Example 7, 1-[2-(2-propynyloxy)ethyl]-1H-imidazo[4,5-c]quinolin-4-amine (0.50 g, 1.88 mmol) was reacted with 4-iodophenyl phenyl ether (0.78 g, 2.63 mmol). The crude product was purified by column chromatography eluting with 95/5 dichloromethane/methanol to provide a solid. The solid was slurried with aqueous sodium hydroxide to remove salts and then purified by column chromatography eluting with 9/1 ethyl acetate/methanol to provide a solid. This material was further purified by column chromatography eluting with 99/1 ethyl acetate/methanol to provide 24 mg of 1-(2-{[3-(4-phenoxyphenyl)-2-propynyl]oxy}ethyl)-1H-imidazo[4,5-c]quinolin-4-amine as a solid, m.p. 146-148° C.

1. customThe crude product was purified by column chromatography
2. washeluting with 95/5 dichloromethane/methanol
3. customto provide a solid
4. customto remove salts
5. custompurified by column chromatography
6. washeluting with 9/1 ethyl acetate/methanol
7. customto provide a solid
8. customThis material was further purified by column chromatography
9. washeluting with 99/1 ethyl acetate/methanol