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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592256Generated: November 3, 2026

1,2-Dimethoxyethane → 4-Chloro-6-(2,3-difluorophenyl)pyrimidine

https://huagongshe.com/reaction/1592256

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant(2,3-Difluorophenyl)boronic acidHCID 2734333—
SolventWaterHCID 962—
Product4-Chloro-6-(2,3-difluorophenyl)pyrimidineHCID 2259975042%

Reaction Conditions

Temperature80 °C

Reaction Steps

A reaction vessel was charged with 2.03 g of tetrakistriphenylphosphine palladium, 5.55 g of 2,3-difluorophenylboronic acid, and 14.9 g of tripotassium phosphate n-hydrate, to which 120 ml of 1,2-dimethoxyethane, 30 ml of water, and 5.20 g of 4,6-dichloropyrimidine were added, followed by stirring at 80° C. under an atmosphere of a nitrogen gas for 12 hours. The reaction mixture was then left for cooling to room temperature, and water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 3.32 g of 4-chloro-6-(2,3-difluorophenyl)pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-c65c721ee9464afcac022c8fd17a4789
Source noteuspto-grants-2007_11