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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592252Generated: November 3, 2026

1,2-Dimethoxyethane → HCID 22599699, compound

https://huagongshe.com/reaction/1592252

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 numberUS07291730B2
Source datasetuspto-grants-2007_11
ORD IDord-f2db5b66dce84b2bb4b3becf57cea7fa
Source noteuspto-grants-2007_11