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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943663Generated: November 2, 2026

Water → 7-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazine

https://huagongshe.com/reaction/1943663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant7-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazin-2-oneHCID 4590141—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product7-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazineHCID 6678906167.2%

Reaction Steps

To a 1.0 ml flask, 7-bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-2-one (100 mg, 0.436 mmol) was dissolved in tetrahydrofuran (1.0 ml). To the reaction mixture, 1.0M Lithium aluminum hydride dissolved in tetrahydrofuran (0.524 ml, 0.524 mmol) was added dropwise at 0□, and then stirred for 20 minutes. After completion of the reaction by adding water to the reaction mixture, the organic layer was extracted with ethyl acetate and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was recrystallized from dichloromethane and diisopropyl ether to obtain white solid (63 mg, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-7b2d47ee27774b37937d97dd37c1cf2e
Source noteuspto-grants-2013_03