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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518530Generated: October 30, 2026

Ethyl Acetate → 8-bromo-6-methyl-4,6-dihydro-2H-pyrido[4,3-b][1,4]oxazine-3,5-dione

https://huagongshe.com/reaction/518530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-bromobutanimideHCID 67184—
Reactant6-methyl-4H-pyrido[4,3-b][1,4]oxazine-3,5-dioneHCID 118021615—
SolventAcetonitrileHCID 6342—
Product8-bromo-6-methyl-4,6-dihydro-2H-pyrido[4,3-b][1,4]oxazine-3,5-dioneHCID 11802143178%

Reaction Steps

At room temperature, to the title compound of step 1 (90 mg, 0.5 mmol) in anhydrous CH3CN (1 mL) was added NBS (89 mg, 0.5 mmol). After stirring about 2 h, additional NBS (75 mg, 0.4 mmol) was added and the reaction was complete within 20 min. EA extractive work up and silica gel chromatography gave the title compound (51 mg, 0.39 mmol) in 39% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115114B2
Source datasetuspto-grants-2015_08
ORD IDord-2a79dcc7fe7b4a469abc72d0ce9872f8
Source noteuspto-grants-2015_08