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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871919Generated: November 2, 2026

2-Chloroquinoxaline → HCID 18689870, compound

https://huagongshe.com/reaction/1871919

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroquinoxalineHCID 238938—
ReactantLithium ChlorideHCID 433294—
ReactantPotassium FluorideHCID 522689—
ReactantHexamethylditinHCID 6327618—
Reactant(-)-8-methyl-3-(trifluoromethylsulfonyloxy)-8-aza-bicyclo[3.2.1]oct-2-eneHCID 11993054—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 18689870HCID 18689870—

Reaction Steps

A mixture of 2-chloroquinoxaline, 3-trifluoromethanesulfonyloxy-8-methyl-8-azabicyclo[3.2.1]-oct-2-ene, hexamethylditin, lithium chloride, and [tetrakis(triphenylphosphine)]palladium in dioxane is stirred at reflux for 18 hours. The reaction mixture is cooled to room temperature and then poured into a mixture of saturated aqueous potassium fluoride and ethyl acetate. After stirring for two hours, the phases are separated. The organic phase is washed with saturated aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure. The residue is subjected to flash silica gel chromatography. Fractions containing product are combined and concentrated under reduced pressure to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06107307
Source datasetuspto-grants-2000_08
ORD IDord-5b592d0cdb814aa581c5c245ff306898
Source noteuspto-grants-2000_08