O-Methylhydroxylamine hydrochloride → HCID 86612269, compound

Participants

Reaction Steps

Methoxylamine hydrochloride (11.86 g, 142.1 mmol) was added to a solution of 4-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butyraldehyde (25.6 g, 71.0 mmol, prepared as described in Example 17 Parts A through D) in ethanol (200 mL). The reaction mixture was stirred at room temperature for 2 hours and then concentrated under reduced pressure. The residue was dissolved in water, neutralized with saturated sodium bicarbonate, and then extracted into dichloromethane. The extract was washed sequentially with saturated sodium bicarbonate and brine, dried over magnesium sulfate, and then concentrated under reduced pressure to provide 27.1 g of 4-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butyraldehyde O-methyloxime.

Provenance & Evidence