tert-Butyl 2-(3-nitro-1H-pyrazol-1-yl)acetate → tert-butyl 2-(3-amino-1H-pyrazol-1-yl)acetate

HRID 545989Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 545989
[C:1]([O:5][C:6](=[O:16])[CH2:7][N:8]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[N:9]1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([O:5][C:6](=[O:16])[CH2:7][N:8]1[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 66712097tert-Butyl 2-(3-nitro-1H-pyrazol-1-yl)acetateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 62111572tert-butyl 2-(3-amino-1H-pyrazol-1-yl)acetateAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 23938PalladiumLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

To a solution containing (3-nitro-pyrazol-1-yl)-acetic acid tert-butyl ester (104 mg, 0.46 mmol) in methanol (3 mL), palladium, 10 wt. % on activated carbon, wet (˜50 mg) was added to the solution. The vial was charged with hydrogen gas (via balloon) and the mixture was stirred for 16 h at 25° C. The mixture was passed through a plug of celite and concentrated in vacuo to give the desired (3-amino-pyrazol-1-yl)-acetic acid tert-butyl ester (80 mg, 89%) as a light blue oil: ESI-LRMS m/e calcd for C9H15N3O2 [M+] 197.1, found 395.2 [2M+H+].

Aufarbeitung

  1. additionwas added to the solution
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1903e2f71d2146e4b1f9d28adef04303
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935699B2

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