Reaktion #4390

ord-9d28aa19805e4a3182693ceb169ad3c2

Reaktionsgleichung

Nc1nccnc1Cl
2-amino-3-chloropyrazine
Cc1ccccc1CN
2-methylbenzylamine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[K+]
potassium iodide
Cc1ccccc1CNc1nccnc1N
2-amino-3-(2-methylbenzylamino)pyrazine
Ausbeute 19.7%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas refluxed for 24 hours under a nitrogen atmosphere
  2. 2
    Sonstigeto stand at room temperature
  3. 3
    Extraktionextracted with ethyl acetate
  4. 4
    WaschenThe extract was washed with water
  5. 5
    Trocknendried over magnesium sulfate
  6. 6
    Sonstigeevaporated in vacuo
  7. 7
    SonstigeThe residue was purified by column chromatography on silica gel (110 g) with a mixture of chloroform and methanol (100:3) as an eluent

Vorschrift

A mixture of 2-amino-3-chloropyrazine (4.3 g), 2-methylbenzylamine (4.6 g), potassium carbonate (5.5 g), and potassium iodide (0.4 g) in N,N-dimethylformamide (43 ml) was refluxed for 24 hours under a nitrogen atmosphere and allowed to stand at room temperature. The mixture was poured into water and extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (110 g) with a mixture of chloroform and methanol (100:3) as an eluent to give 2-amino-3-(2-methylbenzylamino)pyrazine (1.4 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04725601uspto-grants-1988_02