Reaktion #74047

ord-1d95349b8f544a7686245041bc015ba9

Reaktionsgleichung

N#Cc1ccc(-c2ncccc2S)cc1
4-(3-mercaptopyridin-2-yl)benzonitrile
CCOC(=O)C(C)(C)Br
ethyl 2-bromo-2-methylpropanoate
O=C([O-])[O-].[K+].[K+]
K2CO3
CCOC(=O)C(C)(C)Sc1cccnc1-c1ccc(C#N)cc1
ethyl 2-(2-(4-cyanophenyl)pyridin-3-ylthio)-2-methylpropanoate
Ausbeute 49.4%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenthe reaction mixture was washed with water
  2. 2
    Extraktionextracted with ethyl acetate
  3. 3
    TrocknenThe organic layer was dried over MgSO4
  4. 4
    Einengenconcentrated
  5. 5
    Sonstigepurified by chromatography

Vorschrift

A mixture of 4-(3-mercaptopyridin-2-yl)benzonitrile (0.18 g, 0.85 mmol), ethyl 2-bromo-2-methylpropanoate (0.195 g, 1 mmol), and K2CO3 (0.138 g, 1.0 mmol) in DMF (2 mL) was stirred at room temperature for 2 hours. After the reaction was completed, the reaction mixture was washed with water and extracted with ethyl acetate. The organic layer was dried over MgSO4, concentrated and purified by chromatography to yield ethyl 2-(2-(4-cyanophenyl)pyridin-3-ylthio)-2-methylpropanoate (0.137 g, 49%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08541589B2uspto-grants-2013_09