Sodium Bicarbonate → HCID 57455407, compound

Participants

Reaction Steps

Sodium borohydride (2.28 g, 60.4 mmol) was added to a solution of 4-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butyraldehyde (prepared as described in Parts A-C of Example 6, 17.0 g, 60.4 mmol) in ethanol (200 mL). The reaction mixture was stirred for 2 hours, then saturated aqueous sodium bicarbonate was added. The ethanol was removed under reduced pressure and the mixture was extracted with dichloromethane. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to yield 15.7 g of 4-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butan-1-ol as a yellow oil.

Provenance & Evidence