Water → 2-(2-bromo-1H-pyrrol-1-yl)-3-chloropyridine

HRID 2427078Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2427078
[Cl:1][C:2]1[C:3]([N:8]2[CH:12]=[CH:11][CH:10]=[CH:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[Br:13]N1C(=O)CCC1=O.O>CN(C)C=O>[Br:13][C:9]1[N:8]([C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=2)[CH:12]=[CH:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 587620843-chloro-2-(1H-pyrrol-1-yl)pyridine

Produkt 1

HCID 668542432-(2-bromo-1H-pyrrol-1-yl)-3-chloropyridineAusbeute 25,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 3.0 g of 3-chloro-2-(1H-pyrrol-1-yl)pyridine in 30 ml of N,N-dimethylformamide was added 3.1 g of N-bromosuccinimide. The resulting mixture was stirred at room temperature for 6 hours. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate two times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.1 g of 2-(2-bromo-1H-pyrrol-1-yl)-3-chloropyridine of the formula:

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate two times
  2. washwashed with an aqueous saturated sodium chloride solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6fd5436c64744b7aacf5cbfb3d91b104
Quelldatensatz
uspto-grants-2011_06
Patentnummer
US07968573B2

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