Potassium Carbonate → 1-Benzyl-4-(5-bromopyridin-3-yl)piperazine
Reaktionsgleichung
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:14][C:15]1[CH:16]=[N:17][CH:18]=[C:19](Br)[CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.O>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:19]2[CH:18]=[N:17][CH:16]=[C:15]([Br:14])[CH:20]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 200 °C
Versuchsvorschrift
A mixture of 1-benzyl-piperazine (1.49 g, 8.44 mmol), 3,5-dibromo-pyridine (2.00 g, 8.44 mmol), and potassium carbonate (1.17 g, 8.44 mmol) in 15 ml DMF was heated at 200° C. for 1 h under a nitrogen atmosphere. Then the mixture was diluted with 100 ml of water and was extracted twice with ethyl acetate. The combined organic layers were extracted with aqueous HCl solution. The pH of the aqueous solution was adjusted to pH 10 with aqueous NaOH. After extraction with diethylether the combined organic phases were dried with magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The so obtained oil was purified via silica gel chromatography with cyclohexane/ethyl acetate (2:1) as eluent to give 0.32 g of the product.
Aufarbeitung
- extractionwas extracted twice with ethyl acetate
- extractionThe combined organic layers were extracted with aqueous HCl solution
- extractionAfter extraction with diethylether the combined organic phases
- dry with materialwere dried with magnesium sulfate
- filtrationfiltered
- customthe solvent was evaporated under reduced pressure
- customThe so obtained oil was purified via silica gel chromatography with cyclohexane/ethyl acetate (2:1) as eluent
Quellen und Nachweise
- ORD-Eintrag
- ord-def9da2c3209465cad664517d082e6dc
- Quelldatensatz
- uspto-grants-2013_07
- Patentnummer
- US08497273B2
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