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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75434Generated: October 26, 2026

Toluene → 2,4-Dichloro-6-phenylpyrimidine

https://huagongshe.com/reaction/75434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant2,4,6-TrichloropyrimidineHCID 77378—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product2,4-Dichloro-6-phenylpyrimidineHCID 241554110.1%

Reaction Steps

A mixture of 2,4,6-trichloropyrimidine 8 (1 g, 5.45 mmol), phenylboronic acid (665 mg, 5.45 mmol), Pd(PPh3)4 (100 mg) and 2N aqueous Na2CO3 (4.1 mL) in 1:1 toluene:EtOH (15 mL) was heated in a microwave at 120° C. for 20 min. The reaction mixture was diluted with EtOAc and washed with H2O and brine. The organic layer was dried over MgSO4 and concentrated in vacuo to give 2,4-dichloro-6-phenylpyrimidine as a solid (1.35 g), which was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835429B2
Source datasetuspto-grants-2014_09
ORD IDord-6e48fb1f51dd4bb1998a08adfb7be856
Source noteuspto-grants-2014_09