O-(propan-2-yl)hydroxylamine hydrochloride → HCID 67506063, compound

Participants

Reaction Steps

O-isopropylhydroxylamine hydrochloride (2.5 g, 1.7 eq) was added to a solution of N-(4-chloroquinolin-3-yl)propionamide (3.1 g, 1.0 eq) in ethanol (150 mL). The reaction mixture was heated at reflux for 3 hours, cooled to ambient temperature, and then concentrated under reduced pressure. The residue was partitioned between dichloromethane and aqueous saturated sodium bicarbonate. The organic layer was separated and concentrated under reduced pressure to provide 3.2 g of 2-ethyl-1-isopropoxy-1H-imidazo[4,5-c]quinoline.

Provenance & Evidence