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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352796Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 22710765, compound

https://huagongshe.com/reaction/352796

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantCesium fluorideHCID 25953—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
ReactantHCID 22711493HCID 22711493—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
ProductHCID 22710765HCID 22710765—

Reaction Steps

To a mixed solvent of dimethoxyethane (60 ml) and methanol (120 ml) were added 1-(tert-butoxycarbonyl)-4-[(5-bromopyrimidin-2-yl)carbonyl]piperazine (2.97 g), (pyridin-4-yl)boronic acid (1.48 g), cesium fluoride (4.25 g) and tetrakis(triphenylphosphine)palladium (924 mg). After purging with argon, the reaction mixture was refluxed for 19 hours. The solvent was then distilled off under reduced pressure. The residue was purified by moderate-pressure chromatography on a silica gel column (size D, methanol methylene chloride=1:9), whereby the title compound (1.31 g) was obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-980d93929e0945648ab36b0262b3e85d
Source noteuspto-grants-2004_06