Tetrahydrofuran → 1-[4-(2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-7-yl)-phenyl]-ethanone
Reaktionsgleichung
O1CCCC1.Br[C:7]1[CH:16]=[N:15][C:10]2[O:11][CH2:12][CH2:13][NH:14][C:9]=2[CH:8]=1.[C:17]([C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1)(=[O:19])[CH3:18].C(=O)([O-])[O-].[K+].[K+]>O>[NH:14]1[CH2:13][CH2:12][O:11][C:10]2[N:15]=[CH:16][C:7]([C:23]3[CH:24]=[CH:25][C:20]([C:17](=[O:19])[CH3:18])=[CH:21][CH:22]=3)=[CH:8][C:9]1=2Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
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%).
Aufarbeitung
- customAfter completion of the reaction
- extractionthe mixture was extracted ethyl acetate
- dry with materialthe combined organic layer was dried over anhydrous sodium sulfate (Na2SO4)
- filtrationfiltered
- customevaporated under reduced pressure
- customThe resulting solid was recrystallized from n-hexane and diethyl ether
Quellen und Nachweise
- ORD-Eintrag
- ord-ceb4452679e34755b7a1d558a2344c34
- Quelldatensatz
- uspto-grants-2013_03
- Patentnummer
- US08394792B2
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