Sodium Carbonate → HCID 178513278, compound

Participants

Reaction Steps

A stirred suspension of 2-((R)-indan-1-ylamino)-quinoline-5-carbonitrile (example 29, step A) (571 mg, 2.0 mmol), hydroxylamine hydrochloride (514 mg, 7.4 mmol), sodium carbonate (424 mg, 4.0 mmol) in ethanol (7.5 ml) and water (7.5 ml) was heated under reflux conditions for 24 h, water (40 ml) was added, and the mixture was extracted with ethyl acetate (3×75 ml). The combined organic layers were washed with brine (30 ml), dried (MgSO4) and evaporated to yield the crude product as solid which was further purified by crystallization (dichloromethane/methanol) to yield N-hydroxy-2-((R)-indan-1-ylamino)-quinoline-5-carboxamidine as white solid (500 mg, 79%). MS: m/e=319.2 (M+H+); m.p. 200.5° C.

Provenance & Evidence