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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920109Generated: October 30, 2026

Ethyl Acetate → 4-Chloro-6-(4-chlorophenyl)pyrimidine

https://huagongshe.com/reaction/1920109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant2,4-DichloropyrimidineHCID 77531—
CatalystHCID 178418397HCID 178418397—
SolventOxolane--water (1/1)HCID 21881883—
Product4-Chloro-6-(4-chlorophenyl)pyrimidineHCID 2490208971%

Reaction Steps

To a solution of 2,4-dichloro-pyrimidine (1 eq) in THF/H2O (4:3) solution, was added 4-chloro phenyl boronic acid (1 eq), Pd(PPh3)4 (0.01 eq) and Na2CO3 (2 eq) under Ar. The reaction mixture was stirred at reflex for overnight. EtOAc (10 mL) was added. The organic phase was separated, dried over Na2SO4, and concentrated. The residue was purified by column chromatography (Ethyl acetate:Hexane: 1:3) to give the desired product as a white powder (71% yield. MS: (ESI), M/Z, 225 (M+1). Retention time: 1.07 min (FA-non polar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168788B2
Source datasetuspto-grants-2012_05
ORD IDord-c51b376c6c26478081a6611a727ec6b6
Source noteuspto-grants-2012_05