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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508525Generated: October 30, 2026

Cesium carbonate → HCID 67513659, compound

https://huagongshe.com/reaction/1508525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Fluoro-4-methoxyphenylboronic acidHCID 2782194—
ReactantEthyl 5,6-DichloronicotinateHCID 16762519—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67513659HCID 67513659—

Reaction Steps

Ethyl 5,6-dichloronicotinate (1 g, 4.54 mmol), 3-fluoro-4-methoxyphenylboronic acid (0.965 g, 5.68 mmol), 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.371 g, 0.454 mmol), cesium carbonate (3.26 g, 10.00 mmol) and THF (30 mL) were refluxed in an 80° C. oil bath under N2 for 2.5 hrs. Volatiles were removed under reduced pressure. The pot residue was worked up with brine, extracted with ethyl acetate, dried over Na2SO4, filtered and evaporated to afford a dark mixture. The resulting crude mixture was purified by flash chromatography (SiO2, Biotage 65i cartridge). The column was eluted by an EtOAc/hexanes mixture (0% to 40%). Related fractions were pooled and evaporated to afford a white fluffy solid as the titled compound. LCMS calc.=309.06. found=310.01 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221834B2
Source datasetuspto-grants-2015_12
ORD IDord-52480f1b07e84569a3c78163b5140062
Source noteuspto-grants-2015_12