O-ethylhydroxylamine hydrochloride → HCID 59258508, compound

Participants

Reaction Conditions

Reaction Steps

1′-(4-oxocyclohexyl)spiro[benzo[d][1,3]oxazine-4,4′-piperidin]-2(1H)-one (Compound No. 64) (31 mg, 0.10 mmol) was dissolved in anhydrous pyridine (500 μL), treated with of O-ethylhydroxylamine hydrochloride (7 mg, 0.12 mmol) and stirred at 60° C. for 30 minutes. The reaction was cooled to room temperature, diluted with methanol (500 μL) and subjected to reverse-phase HPLC purification (2-30% CH3CN gradient [w/0.1% TFA (aq)] over 10 minutes, 1.0 mL injected, 35 mL/min) to provide 1′-(4-(ethoxyimino)cyclohexyl)spiro[benzo[d][1,3]oxazine-4,4′-piperidin]-2(1H)-one (compound no. 3). LC/MS m/z 358.0 [M+H]+, retention time 1.64 min (RP-C18, 10-99% CH3CN/0.05% TFA).

Provenance & Evidence