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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406250Generated: October 30, 2026

Potassium Carbonate → 2-Chloro-3-phenylpyrido[2,3-b]pyrazine

https://huagongshe.com/reaction/406250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
Reactant2,3-Dichloropyrido[2,3-b]pyrazineHCID 11788868—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product2-Chloro-3-phenylpyrido[2,3-b]pyrazineHCID 86681858—

Reaction Steps

2,3-Dichloropyrido[2,3-b]pyrazine (step 2) (500 mg, 2.5 mmol) in dry dioxane (10 ml), under nitrogen was treated with phenylboronic acid (305 mg, 2.5 mmol), potassium carbonate (691 mg, 5 mmol) in water (0.5 ml) and tetrakis(triphenylphosphine)palladium(0) (144 mg, 0.125 mmol). The resulting mixture was heated using microwave radiation at 100° C. for 1 hour. After cooling to RT, the mixture was diluted with water (100 ml) and extracted with DCM (×3). The combined organic extracts were washed with brine, dried over MgSO4 and filtered. The solvent was removed in vacuo and the crude product was purified by chromatography on silica eluting with 0-30% EtOAc/iso-hexane to afford the title compound as a solid;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754085B2
Source datasetuspto-grants-2014_06
ORD IDord-388b05f7fc084cfcaef4f7afcf216013
Source noteuspto-grants-2014_06