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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252625Generated: November 3, 2026

Ammonium Chloride → 2-Chloro-4-phenylpyrimidine

https://huagongshe.com/reaction/2252625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2,4-DichloropyrimidineHCID 77531—
ReactantHCID 178419759HCID 178419759—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-4-phenylpyrimidineHCID 605356—

Reaction Conditions

Temperature50 °C

Reaction Steps

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). Filtration and concentration of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl-pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07323447B2
Source datasetuspto-grants-2008_01
ORD IDord-2313f8bb135946769576d5967a508542
Source noteuspto-grants-2008_01