Hydroxyamine hydrochloride → HCID 86613802, compound

Participants

Reaction Steps

To a solution of (+/−)-cis-4-[(3,5-bis-trifluoromethyl-benzyl)-(3-oxo-butyryl)-amino]-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-[1,5]naphthyridine-1-carboxylic acid isopropyl ester (225 mg, 0.35 mmol) in MeOH (1.7 mL) at 0° C., add hydroxylamine hydrochloride (37 mg, 0.53 mmol) and sodium acetate (1.4 mg, 0.017 mmol). Stir the reaction mixture under reflux overnight. Cool the mixture and remove the solvents under reduced pressure. Dilute the residue with ethyl acetate and brine. Separate the layers, and dry the organic phase over magnesium sulfate, filter, and concentrate in vacuo. Purify the residue by flash chromatography, eluting with hexanes/ethyl acetate, to afford the title compound (12 mg, 5%). MS (ES+): 639 (M+H).

Provenance & Evidence