7-benzyloxy-1-(2-methylpropyl)-2-propyl-1H-imidazo[4,5-c]quinolin-4-amine → 4-amino-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinolin-8-ol

Participants

Reaction Steps

The general method described in Example 5 was followed using 8-benzyloxy-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinolin-4-amine (0.47 g, 1.4 mmol), prepared as described in Example 57, in lieu of 7-benzyloxy-2-propyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine. The hydrogenation was complete in four hours, and after the catalyst was removed by filtration, the filtrate was concentrated under reduced pressure to a small volume. Hexanes were added, and a precipitate formed, which was isolated by filtration and washed with hexanes. The solid was recrystallized from methanol to provide 70 mg of 4-amino-2-ethyl-1-methyl-1H-imidazo[4,5-c]quinolin-8-ol as a white, crystalline solid, mp>240° C.

Provenance & Evidence