Réaction #4390

ord-9d28aa19805e4a3182693ceb169ad3c2

Équation de réaction

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
Rendement 19.7%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas refluxed for 24 hours under a nitrogen atmosphere
  2. 2
    Autreto stand at room temperature
  3. 3
    Extractionextracted with ethyl acetate
  4. 4
    LavageThe extract was washed with water
  5. 5
    Séchagedried over magnesium sulfate
  6. 6
    Autreevaporated in vacuo
  7. 7
    AutreThe residue was purified by column chromatography on silica gel (110 g) with a mixture of chloroform and methanol (100:3) as an eluent

Mode opératoire

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).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04725601uspto-grants-1988_02