Hydrazine hydrate (1:1) → tert-butyl 2-(3-amino-1H-pyrazol-1-yl)acetate

HRID 1951221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1951221
O.NN.[C:4]([O:8][C:9](=[O:27])[CH2:10][N:11]1[CH:15]=[CH:14][C:13]([N:16]2C(=O)C3C(=CC=CC=3)C2=O)=[N:12]1)([CH3:7])([CH3:6])[CH3:5]>C(O)C>[C:4]([O:8][C:9](=[O:27])[CH2:10][N:11]1[CH:15]=[CH:14][C:13]([NH2:16])=[N:12]1)([CH3:7])([CH3:5])[CH3:6]

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 67201871[3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-pyrazol-1-yl]-acetic acid tert-butyl ester

Produkt 1

HCID 62111572tert-butyl 2-(3-amino-1H-pyrazol-1-yl)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

Hydrazine hydrate (0.27 ml, 6.69 mmol) is added to a stirred solution of [3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pyrazol-1-yl]-acetic acid tert-butyl ester (2.18 g, 6.69 mmol) in ethanol (12 ml). The reaction is stirred at 90° C. for 2.5 hours. When cool, the reaction is diluted with ethanol (50 ml) and the white precipitate is removed by filtration, washing with more ethanol (250 ml). The combined filtrate is evaporated to dryness and dichloromethane (100 ml) is added. After filtering again, the filtrate is evaporated to give the titled compound as a colourless oil.

Aufarbeitung

  1. temperatureWhen cool
  2. customthe white precipitate is removed by filtration
  3. washwashing with more ethanol (250 ml)
  4. customThe combined filtrate is evaporated to dryness and dichloromethane (100 ml)
  5. additionis added
  6. filtrationAfter filtering again
  7. customthe filtrate is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-6166bd4de97c4c939750380bd4ce11cb
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404684B2

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