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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080802Generated: October 31, 2026

2,6-Dichloropyridine → Pyridine, 2-chloro-6-(4-methylphenyl)-

https://huagongshe.com/reaction/2080802

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DichloropyridineHCID 16989—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTolylboronic acidHCID 79799—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductPyridine, 2-chloro-6-(4-methylphenyl)-HCID 23155520268.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Methylphenylboronic acid (1.00 g), 2,6-dichloropyridine (3.27 g), tetrakis(triphenylphosphine)palladium(0) (0.255 g) and potassium phosphate (3.12 g) were dissolved in toluene (35 ml) and water (6.0 ml). The mixture was stirred at 80° C. for 15 hours under a nitrogen atmosphere. The organic layer was separated, washed with a saturated aqueous sodium hydrogen carbonate solution, and dried with anhydrous magnesium sulfate and the solvent was distilled off. The resultant was crudely purified through silica gel column chromatography (chloroform), thereby obtaining a mixture (4.02 g) containing the subject compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932281B2
Source datasetuspto-grants-2011_04
ORD IDord-768e2b33edf648e9bf07096e5607a5a8
Source noteuspto-grants-2011_04