Acetylacetone → 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidine

HRID 220475

Reaktionsgleichung

Reaktionsgleichung von HRID 220475
[CH3:1][C:2](=O)[CH2:3][C:4](=O)[CH3:5].[N:8]1[CH:13]=[CH:12][CH:11]=[N:10][C:9]=1[NH:14][NH2:15]>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH3:5])[N:14]([C:9]2[N:10]=[CH:11][CH:12]=[CH:13][N:8]=2)[N:15]=1

Komponenten

4

Edukt 2

HCID 31261AcetylacetoneHCID 3465582-Hydrazinylpyrimidine

Produkt 1

HCID 304649062-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidineAusbeute 97,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Dissolve 2,4-pentanedione (0.81 mL, 7.85 mmol) and pyrimidin-2-yl-hydrazine (1.037 g, 9.42 mmol) in acetic acid (10 mL). Stir the mixture for 69 hr. at room temperature then concentrate. Dilute the residue with saturated aqueous sodium bicarbonate, extract 3 times with DCM, dry (sodium sulfate), filter and concentrate to give 2-(3,5-dimethylpyrazol-1-yl)-pyrimidine as a white solid (1.333 g, 97%). MS (ES): m/z=175 [M+H]+.

Aufarbeitung

  1. concentrationat room temperature then concentrate
  2. additionDilute the residue with saturated aqueous sodium bicarbonate
  3. extractionextract 3 times with DCM
  4. dry with materialdry (sodium sulfate)
  5. filtrationfilter
  6. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-8e46981f7f69419fb8c0a09565c77d76
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202873B2

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