Methanol → HCID 18760167, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, triflic acid (29.0 g) was added dropwise to a solution of 1-[2-(benzyloxy)ethyl]-4-phenoxy-1H-imidazo[4,5-c]quinoline (7.65 g) in anhydrous dichloromethane (200 mL). When analysis by TLC (5% methanol in dichloromethane) indicated that the reaction was complete, the reaction mixture was concentrated under reduced pressure to provide an oil. This material was dissolved in ethyl acetate and then combined with triethylamine (10 eq.). The solution was diluted with additional ethyl acetate, washed with water, washed with brine, dried over magnesium sulfate and then concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to provide ˜4.8 g of 2-(4-phenoxy-1H-imidazo[4,5-c]quinolin-1-yl)ethanol as a white fluffy solid.

Provenance & Evidence