HCID 58011039, Verbindung → 3-[5-Amino-3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]benzonitrile

HRID 1696425Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1696425
[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([NH2:12])=O)[N:5]=[C:4]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:3]=1>O=S(Cl)Cl>[NH2:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]#[N:12])[N:5]=[C:4]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:3]=1

Komponenten

3

Edukt 1

HCID 58011039HCID 58011039, Verbindung

Produkt 1

HCID 435430033-[5-Amino-3-(1,1-dimethylethyl)-1H-pyrazol-1-yl]benzonitrileAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24386Thionyl ChlorideLösungsmittel

Versuchsvorschrift

A solution of 3-(5-amino-3-t-butyl-1H-pyrazol-1-yl)benzamide (5.2 g, 20 mmol) in SOCl2 (50 mL) was heated at reflux for 6 h. After removal of the solvent, the residue was dissolved in EtOAc (100 mL). The organic layer was washed with saturated NaHCO3 and brine, dried (Na2SO4), filtered, and purified by column chromatography to afford 3-(5-amino-3-t-butyl-1H-pyrazol-1-yl)benzonitrile (3.5 g, 73% yield).

Aufarbeitung

  1. temperatureat reflux for 6 h
  2. customAfter removal of the solvent
  3. dissolutionthe residue was dissolved in EtOAc (100 mL)
  4. washThe organic layer was washed with saturated NaHCO3 and brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-6d00e7b6afe447f98b3eb79682f1b644
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163756B2

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