2-Bromopyridine → 1-(Pyridin-2-yl)-1H-pyrazole-4-carbaldehyde

HRID 2374142Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2374142
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH:8]1[CH:12]=[CH:11][C:10](C=O)=[N:9]1.[C:15](=O)([O-])[O-:16].[K+].[K+]>CN(C=O)C.O>[N:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[N:9]1[CH:10]=[C:11]([CH:15]=[O:16])[CH:12]=[N:8]1

Komponenten

6

Edukt 3

HCID 79732-BromopyridineHCID 11430Potassium CarbonateHCID 122183831H-pyrazole-3-carbaldehyde

Produkt 1

HCID 247048931-(Pyridin-2-yl)-1H-pyrazole-4-carbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of 2-bromopyridine (3.4 mmol), 3-pyrazolecarboxaldehyde (3.2 mmol), and potassium carbonate (3.4 mmol) in anhydrous DMF (6 mL) was heated to 120° C. for 24 h. The reaction was cooled to RT, diluted with water, and extracted with EtOAc (3 x). The organic layers were combined and dried (Na2SO4), filtered, and concentrated. The title compound was obtained upon purification (SGC using EtOAc:hexanes gradient eluant from 0% to 100% EtOAc).

Aufarbeitung

  1. temperatureThe reaction was cooled to RT
  2. extractionextracted with EtOAc (3 x)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-ddf04c95c67f4704841a0f5dbde79a7b
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07462600B2

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