(2-Fluoro-6-nitrophenylamino)acetic acid ethyl ester → 5-Fluoro-1,2,3,4-tetrahydroquinoxalin-2-one

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Reaction Steps

To a degassed solution of (2-fluoro-6-nitrophenylamino)acetic acid ethyl ester from Example B2 (2.1 g, 8.7 mmol) in methanol (65 ml) was added palladium on carbon (10%, 600 mg). Hydrogen gas was bubbled through the mixture for 75 mins, filtered through Celite® and reduced in vacuo. The residues was purified by flash chromatography on silica (eluant EtOAc: pet. ether 50:50); yield 1.02 g, 71%.

Provenance & Evidence