Hydrazine hydrate (1:1) → 5-(2-fluoro-4-methoxyphenyl)-1H-pyrazol-3-amine

HRID 1507466Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1507466
[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10](=O)[CH2:11][C:12]#[N:13].O.[NH2:16][NH2:17]>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[NH:17][N:16]=[C:12]([NH2:13])[CH:11]=1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 534039523-(2-Fluoro-4-methoxyphenyl)-3-oxopropanenitrile

Produkt 1

HCID 534182315-(2-fluoro-4-methoxyphenyl)-1H-pyrazol-3-amineAusbeute 88,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 3-(2-Fluoro-4-methoxyphenyl)-3-oxopropanenitrile (9.55 g, 49.4 mmol) suspended in ethanol (165 mL) was added hydrazine hydrate (1.743 g, 54.38 mmol). The resulting mixture was heated at reflux overnight. Then, the organic solvent was evaporated in vacuo and the resulting residue was chromatographed (eluting with 9:1 methylene chloride:methanol) to give 9.07 g (88% yield) of the title compound. LCMS (ESI): calc.=207; obs. M+H=208.2.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux overnight
  3. customThen, the organic solvent was evaporated in vacuo
  4. customthe resulting residue was chromatographed
  5. wash(eluting with 9:1 methylene chloride:methanol)

Quellen und Nachweise

ORD-Eintrag
ord-5bee5a0291ef4ecab614cbe5b668ce95
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09221814B2

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