Reacción #1884991

ord-ac1b3334869a4c97b6254717f9b39662

Ecuación de reacción

[Cl-].[NH4+]
ammonium chloride
Clc1ccnc(Cl)n1
2,4-dichloropyrimidine
[Br-].[Zn+][c]1ccccc1
phenylzinc bromide
Clc1nccc(-c2ccccc2)n1
2-chloro-4-phenyl-pyrimidine

Disolventes

Condiciones de reacción

Temperatura
50°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with EtOAc twice
  2. 2
    Lavadowashed with water
  3. 3
    Secadodried (MgSO4)
  4. 4
    OtroEvaporation of solvent
  5. 5
    Otrogave a yellow residue which
  6. 6
    Otrowas purified by Prep

Procedimiento

To a solution of 2,4-dichloropyrimidine (149 mg, 1 mmol) in THF (5 mL), tetrakis(triphenylphosphine) palladium (23 mg, 2 mol %) and 0.5M solution of phenylzinc bromide (2.1 mL, 1.05 mmol) in THF were added. The reaction mixture was stirred at 50° C. for overnight. Then it was added saturated ammonium chloride solution and extracted with EtOAc twice. The organic layers were combined, washed with water and dried (MgSO4). Evaporation of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl-pyrimidine.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08343477B2uspto-grants-2013_01