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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588553Generated: October 25, 2026

Ammonium Chloride → 2-Chloro-4-phenylpyrimidine

https://huagongshe.com/reaction/588553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2,4-DichloropyrimidineHCID 77531—
ReactantHCID 178419759HCID 178419759—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
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). Evaporation of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl-pyrimidine to carry on.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227940B2
Source datasetuspto-grants-2016_01
ORD IDord-c66e1f1e115741c89844e9fcbc4c3e59
Source noteuspto-grants-2016_01