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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Acetylphenylboronic acid | HCID 3702122 | — |
| Reactant | 7-bromo-1H,2H,3H-pyrido[2,3-b][1,4]oxazine | HCID 66789061 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-yl)-phenyl]-ethanone | HCID 66936626 | 62.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394792B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-ceb4452679e34755b7a1d558a2344c34 |
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| Source note | uspto-grants-2013_03 |
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