Ethanol → 3,5-dimethyl-1-(2-aminophenyl)-1H-Pyrazole-4-carboxylic acid ethyl ester

HRID 413762

Reaktionsgleichung

Reaktionsgleichung von HRID 413762
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:21])=[N:8][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[N+:18]([O-])=O)[C:10]=1[CH3:11])=[O:5])[CH3:2].C(O)C.[H][H]>[Pd].C(OCC)(=O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:21])=[N:8][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[NH2:18])[C:10]=1[CH3:11])=[O:5])[CH3:2]

Komponenten

6

Edukt 3

HCID 702EthanolHCID 99657643,5-dimethyl-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl esterHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 98998923,5-dimethyl-1-(2-aminophenyl)-1H-Pyrazole-4-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 3,5-dimethyl-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester (0.4 g) in a solution of equal proportions of ethanol and ethyl acetate was added 5% Pd/C (37 mg). The solution was treated with hydrogen gas at 45 psi. Upon completion of the reaction, the mixture was filtered through Celite, then the filtrate concentrated under vacuum. The named product was collected as an oil, which then was purified by flash chromatography to provide a solid product having a melting point of 59° C.-61° C.

Aufarbeitung

  1. customUpon completion of the reaction
  2. filtrationthe mixture was filtered through Celite
  3. concentrationthe filtrate concentrated under vacuum
  4. customThe named product was collected as an oil, which
  5. customthen was purified by flash chromatography
  6. customto provide a solid product

Quellen und Nachweise

ORD-Eintrag
ord-83b69ee8147e43ec9a432fe3cd774ea3
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06569885B1

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