Hydrochloric Acid → 6-[(4S)-4-Amino-2-oxopyrrolidin-1-yl]-2H-1,4-benzoxazin-3(4H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of {(3S)-1-[4-(methoxymethyl)-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-5-oxopyrrolidin-3-yl}carbamic acid tert-butyl ester (1.79 g, 4.57 mmol) in tetrahydrofuran (24 ml) was added 6N Hydrochloric acid (11.9 ml) and the mixture was stirred at 80° C. for 1.5 hours. After cooling, the reaction solution was basified by adding a saturated sodium hydrogen carbonate aqueous solution and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH silica gel, chloroform/methanol) to yield 337 mg (30%) of the title compound in the form of a light yellow solid.

Provenance & Evidence