tert-butyl (2-(4-nitro-1H-pyrazol-1-yl)ethyl)carbamate → tert-butyl N-[2-(4-amino-1H-pyrazol-1-yl)ethyl]carbamate

HRID 624071Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 624071
[C:1]([O:5][C:6](=[O:18])[NH:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[N:11]1)([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[C:1]([O:5][C:6](=[O:18])[NH:7][CH2:8][CH2:9][N:10]1[CH:14]=[C:13]([NH2:15])[CH:12]=[N:11]1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 70984700tert-butyl (2-(4-nitro-1H-pyrazol-1-yl)ethyl)carbamate

Produkt 1

HCID 70984316tert-butyl N-[2-(4-amino-1H-pyrazol-1-yl)ethyl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a round-bottom flask tert. butyl(2-(4-nitro-1H-pyrazol-1-yl)ethyl)carbamate (7.88 g, 30.75 mmol), Pd/C (10%, 788 mg) and MeOH (130 mL, degassed) was added. The flask was evacuated and backfilled with H2 and the reaction mixture was stirred under H2-atmosphere at rt for 18 h. The reaction mixture was filtered over celite, washed with MeOH and the solvent was removed under reduced pressure to yield tert-butyl(2-(4-amino-1H-pyrazol-1-yl)ethyl)carbamate as a purple oil which was used in the next step without further purification. LC-MS conditions B: tR=0.35 min, [M+H]+=227.49.

Aufarbeitung

  1. customThe flask was evacuated
  2. filtrationThe reaction mixture was filtered over celite
  3. washwashed with MeOH
  4. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c658d4b11bcd47f58caa3859855f116b
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303023B2

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