methyl 4-nitro-1H-indazole-1-carboxylate → methyl 4-amino-1H-indazole-1-carboxylate

HRID 451596

Reaktionsgleichung

Reaktionsgleichung von HRID 451596
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[N:7][N:8]2[C:13]([O:15][CH3:16])=[O:14])([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]=[N:7][N:8]2[C:13]([O:15][CH3:16])=[O:14]

Komponenten

5

Edukt 2

HCID 22032604methyl 4-nitro-1H-indazole-1-carboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 22032652methyl 4-amino-1H-indazole-1-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Methyl 4-nitro-1H-indazole-1-carboxylate 1.66 g, 7.5 mmol) and 10% Pd/C were combined in ethanol (20 mL) and exposed to a hydrogen atmosphere. The reaction mixture was heated at 80° C. for 20 minutes, allowed to cool to room temperature, and filtered through Celite. The filtrate was evaporated to provide title compound. 1H NMR (300 MHz, DMSO-d6) δ 6.1 (s, 2H), 6.41 (dd, 1H), 7.21 (m, 2H), 8.42 (s, 1H).

Aufarbeitung

  1. temperatureto cool to room temperature
  2. filtrationfiltered through Celite
  3. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1e9b7893b12d4d93b3a0fadf3f5550ab
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08487116B2

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