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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759974Generated: October 28, 2026

1,2-Dimethoxyethane → HCID 22599699, compound

https://huagongshe.com/reaction/1759974

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant2,6-Difluorophenylboronic acidHCID 2734336—
SolventWaterHCID 962—
ProductHCID 22599699HCID 2259969916.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

A reaction vessel was charged with [1,1′-bis(diphenylphosphino)ferrocene dichloropalladium]methylene chloride complex, 1.007 g of 2,6-difluorophenylboronic acid, and 2.707 g of tripotassium phosphate n-hydrate, to which 16 ml of 1,2-dimethoxyethane, 4 ml of water, and 0.95 g of 4,6-dichloropyrimidine were added, followed by stirring at 80° C. under an atmosphere of a nitrogen gas for 5 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 0.241 g of 4-chloro-6-(2,6-difluorophenyl)pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838463B2
Source datasetuspto-grants-2005_01
ORD IDord-a46882e1af134ad08e69b4b3160ec7db
Source noteuspto-grants-2005_01