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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877996Generated: October 30, 2026

Potassium Carbonate → HCID 70663585, compound

https://huagongshe.com/reaction/877996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Fluoro-2-methylphenyl)boronic acidHCID 2734665—
Reactant4-Chloro-3-nitropyridineHCID 2735781—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 70663585HCID 7066358591.3%

Reaction Steps

A solution of 4-chloro-3-nitropyridine (2.4 g, 15.1 mmol, CAS RN 13091-23-1), 4-fluoro-2-methylphenylboronic acid (2.8 g, 18.2 mmol, CAS RN 139911-29-8), potassium carbonate (6.28 g, 45.4 mmol) and palladium tetrakis-triphenylphosphine (794 mg, 0.76 mmol, CAS RN 14221-01-3) in dioxane (75 mL) was heated to reflux for 16 hours. After cooling to room temperature, the reaction mixture was filtered through Celite and all volatiles were removed under reduced pressure. Column chromatography on silica gel (20-33% EtOAc in n-hexane) afforded 4-(4-fluoro-2-methylphenyl)-3-nitropyridine as a yellow crystalline solid (3.2 g, 90%) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987307B2
Source datasetuspto-grants-2015_03
ORD IDord-59a533bbd0ae4de38ecdd7cbf5f90adf
Source noteuspto-grants-2015_03