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

HRID 8062

Reaktionsgleichung

Reaktionsgleichung von HRID 8062
[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-ed62a267b1e1458b8a6848506377f05d
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087634B2

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