Hydroxyamine hydrochloride → HCID 57650158, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (2R)-benzyl 2-(2-(4-chlorobenzyl)-3-oxobutanoyl)pyrrolidine-1-carboxylate (300 mg, 0.71 mmol) in ethanol (10 mL) was added hydroxylamine hydrochloride (490 mg, 7.1 mmol). The resulting solution was heated at 70° C. for 3 h and then diluted with EtOAc (30 mL). The organic layer was washed with saturated NaHCO3 solution (1×40 mL) and then brine (1×40 mL). The separated organic layer was then dried over Na2SO4 and concentrated in vacuo. Purification of the resulting residue by silica gel column chromatography (hexanes/ethyl acetate gradient, 10-100% EtOAc) afforded (R)-benzyl 2-(4-(4-chlorobenzyl)-3-methylisoxazol-5-yl)pyrrolidine-1-carboxylate (220 mg, 76%). LCMS: calculated: 410, found (MH+): 411.

Provenance & Evidence