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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1847010Generated: October 30, 2026

[5-Oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-yl]carbamic acid benzyl ester → 6-(4-Amino-2-oxopyrrolidin-1-yl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

https://huagongshe.com/reaction/1847010

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[5-Oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-yl]carbamic acid benzyl esterHCID 86724940—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product6-(4-Amino-2-oxopyrrolidin-1-yl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-oneHCID 8672494192.3%

Reaction Steps

[5-oxo-1-(3-oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazin-6-yl)pyrrolidin-3-yl]carbamic acid benzyl ester (66.8 mg, 0.175 mmol) was dissolved in methanol (4 ml), 10% palladium on carbon (50% wet, 50 mg) was added thereto and catalytic hydrogenation was carried out at room temperature for 1 hour and at 50° C. for 45 minutes. The catalyst was removed by filtration and washed with methanol, and the filtrate and washings were concentrated under reduced pressure to yield 40.1 mg (92%) of the title compound in the form of a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952010B2
Source datasetuspto-grants-2015_02
ORD IDord-b492e53b6bd14c55945735617dc20da5
Source noteuspto-grants-2015_02