tert-butyl N-(3-(1,2,3,4-tetrahydroquinoxalin-3-on-1-carbonyl)benzyl)-N-methylcarbamate → 3-(Methylaminomethyl)benzoyl-1,2,3,4-tetrahydroquinoxalin-3-one

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Reaction Steps

A solution of tert-butyl N-(3-(1,2,3,4-tetrahydroquinoxalin-3-on-1-carbonyl)benzyl)-N-methylcarbamate (280 mg, 0.71 mmol) in 4N hydrogen chloride/dioxan (30 ml) was stirred at room temperature for 1 h. The mixture was reduced in vacuo, taken up in chloroform, washed with saturated sodium hydrogen carbonate solution and brine, dried and reduced. Chromatography (10% methanol/90% chloroform) afforded 1-(3-(methylaminomethyl)benzoyl-1,2,3,4-tetrahydroquinoxalin-3-one (98 mg, 49%) as an orange solid.

Provenance & Evidence