Pyrazole → 5-Bromo-2-(1H-pyrazol-1-yl)pyrimidine

HRID 2171262Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2171262
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[Cs+].[Cs+].CC(N(C)C)=O.[Br:18][C:19]1[CH:20]=[N:21][C:22](Cl)=[N:23][CH:24]=1>O>[Br:18][C:19]1[CH:20]=[N:21][C:22]([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)=[N:23][CH:24]=1

Komponenten

6

Edukt 4

HCID 1048PyrazoleHCID 10796Cesium carbonateHCID 31374DimethylacetamideHCID 6066655-Bromo-2-chloropyrimidine

Produkt 1

HCID 457897835-Bromo-2-(1H-pyrazol-1-yl)pyrimidineAusbeute 126,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

Pyrazole (130 mg) and cesium carbonate (610 mg) were added to a DMAc (10 ml) solution containing 5-bromo-2-chloropyrimidine (300 mg), followed by stirring at 120° C. for 0.5 hours. The reaction mixture was adjusted to room temperature and water was added to the mixture. Next, the organic layers were collected, washed with saturated saline, and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure and a yellow solid of 5-bromo-2-(pyrazol-1-yl)pyrimidine (440 mg) was thus obtained.

Aufarbeitung

  1. customwas adjusted to room temperature
  2. customNext, the organic layers were collected
  3. washwashed with saturated saline
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled away under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b3b8573fc6f8424fb51a58e7edfbc329
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051310B2

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