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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943734Generated: November 2, 2026

Tetrahydrofuran → 1-[4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-yl)-phenyl]-ethanone

https://huagongshe.com/reaction/1943734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Acetylphenylboronic acidHCID 3702122—
Reactant7-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazineHCID 66789061—
SolventWaterHCID 962—
Product1-[4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-yl)-phenyl]-ethanoneHCID 6693662662.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 3 ml of tetrahydrofuran/0.5 ml of distilled water, 7-bromo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazine (80.0 mg, 0.37 mmol), 4-acetylphenyl boronic acid (71 mg, 0.55 mmol), potassium carbonate (103 mg, 0.74 mmol) and tetrakis triphenylphosphine palladium (21 mg, 0.02 mmol) were added and stirred at 80° C. for 2 hours. After completion of the reaction, the mixture was extracted ethyl acetate, and the combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The resulting solid was recrystallized from n-hexane and diethyl ether to obtain 1-[4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-yl)-phenyl]-ethanone as yellow solid (59 mg, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394792B2
Source datasetuspto-grants-2013_03
ORD IDord-ceb4452679e34755b7a1d558a2344c34
Source noteuspto-grants-2013_03