Water → 4-(5-Bromo-imidazol-1-yl)-2-chloro-pyrimidine

HRID 1784384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1784384
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[Br:15][C:16]1[NH:20][CH:19]=[N:18][CH:17]=1.O>CN(C=O)C>[Br:15][C:16]1[N:20]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH:19]=[N:18][CH:17]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 775312,4-DichloropyrimidineHCID 961251H-Imidazole, 4-bromo-

Produkt 1

HCID 575925314-(5-Bromo-imidazol-1-yl)-2-chloro-pyrimidineAusbeute 23,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2,4-dichloropyrimidine (0.447 g, 3 mmol) in anhydrous DMF (4 ml) was added potassium carbonate (0.415 g, 3 mmol). The reaction mixture was cooled (0° C.) under an inert atmosphere before the addition of 5-bromo-1-H-imidazole (0.441 g, 3 mmol) as solution in DMF (2 ml). The reaction was then allowed to stir at this temperature for a further 3 hours whereupon water (3 ml) was added. The resultant white precipitate was removed from the mixture by filtration and washed with water before being dried to give the title compound as a white solid (0.18 g, 23%) which was suitably pure to be used without further purification. m/z (LC-MSW, ESP):259.2,261.2 (bromine isotopes) [M+H]+, R/T=3.47 mins.

Aufarbeitung

  1. additionwas added
  2. customThe resultant white precipitate was removed from the mixture by filtration
  3. washwashed with water
  4. custombefore being dried

Quellen und Nachweise

ORD-Eintrag
ord-0c6491ea44794e49912abacafa2be741
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07504397B2

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