Water → HCID 136360162, compound

Participants

Reaction Steps

A stirred suspension of (4-fluoro-phenyl)-[2-((R)-indan-1-ylamino)-quinolin-5-yl]-methanone (example 83) (100 mg, 0.26 mmol), hydroxylamine hydrochloride (55 mg, 0.79 mmol) and sodium carbonate (83 mg, 0.78 mmol) in EtOH (2 ml) was heated under reflux conditions for 18 hours, the reaction mixture was poured into water (20 ml) and extracted with ethyl acetate (3×50 ml). The combined organic layers were washed with brine (50 ml), dried (MgSO4) and evaporated. The crude product was further purified by flash chromatography on silica gel (heptane/ethyl acetate) and crystallization (diethyl ether/heptane) to yield the title compound as off-white solid (34 mg, 33%).

Provenance & Evidence