Reaction #1884991

Reaction equation

ammonium chloride

2,4-dichloropyrimidine

phenylzinc bromide

→

2-chloro-4-phenyl-pyrimidine

Solvents

THF

THF

Conditions

Workup

1. 1
   Extractionextracted with EtOAc twice
2. 2
   Washwashed with water
3. 3
   Dryingdried (MgSO4)
4. 4
   OtherEvaporation of solvent
5. 5
   Othergave a yellow residue which
6. 6
   Otherwas purified by Prep

Procedure

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.

Source