Trifluoroacetic acid → 6-[(4S)-4-Amino-2-oxopyrrolidin-1-yl]-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

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Reaction Steps

Aqueous trifluoroacetic acid (trifluoroacetic acid/water=95:5, v/v, 3.5 ml) was added to [(3S)-5-oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-yl]carbamic acid tert-butyl ester (148 mg, 0.425 mmol) and the mixture was stirred in an ice bath for 2 hours. The reaction solution was diluted with ethyl acetate, neutralized by adding a saturated sodium hydrogen carbonate aqueous solution and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH silica gel, chloroform/methanol) to yield 84.5 mg (80%) of the title compound in the form of a colorless solid.

Provenance & Evidence