Ethyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate → 1H-Pyrazole-5-carboxylic acid, 4-amino-1-methyl-, ethyl ester

HRID 467768Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 467768
[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:14])[N:8]=[CH:9][C:10]=1[N+:11]([O-])=O)=[O:5])[CH3:2]>CCO.[Pd]>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:14])[N:8]=[CH:9][C:10]=1[NH2:11])=[O:5])[CH3:2]

Komponenten

4

Edukt 1

HCID 59812796Ethyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

Produkt 1

HCID 601364511H-Pyrazole-5-carboxylic acid, 4-amino-1-methyl-, ethyl esterAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid ethyl ester (1.97 g, 9.89 mmol; prepared from 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid according to WO 2009/026241) in EtOH (20 ml) under argon atmosphere was added 10% Pd/C (200 mg). The black suspension was stirred at r.t. under a hydrogen atmosphere for 20 h. The catalyst was filtered off and washed with EtOH. The product was obtained upon evaporation as light brown oil (1.63 g, 97%) and used without further purification.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. washwashed with EtOH

Quellen und Nachweise

ORD-Eintrag
ord-651ee2a375734bbe8b3d072a67904658
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08623866B2

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