Sodium Carbonate → HCID 178513384, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 1-(4-(trifluoromethyl)phenylsulfonyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carbonitrile (75 mg, 0.203 mmol) in ethanol (2 mL) and water (0.5 mL) was added hydroxylamine hydrochloride (42.3 mg, 0.609 mmol) and sodium carbonate (108 mg, 1.015 mmol). The reaction was heated to 80° C. and stirred at that temperature for 16 h. The reaction mixture was concentrated in vacuo. The resulting paste was suspended in water (10 mL) and extracted with EtOAc (2×20 mL). The combined organics were dried over anhydrous Na2SO4 and concentrated in vacuo to provide N-hydroxy-1-(4-(trifluoromethyl)phenylsulfonyl)-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine-7-carboximidamide (80 mg, 0.199 mmol, 98% yield) as a white solid, which was used without further purification. LCMS (+ESI) m/z=403.1 [M+H]+.

Provenance & Evidence