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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929827Generated: November 3, 2026

Sodium Carbonate → HCID 67505374, compound

https://huagongshe.com/reaction/1929827

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 67504974HCID 67504974—
SolventTolueneHCID 1140—
ProductHCID 67505374HCID 6750537468.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

3-Bromo-5-methyl-2-phenoxy-pyridine (0.79 g, 3.0 mmol) was dissolved in toluene (5 mL). To this solution was added [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) dichloro-methane complex (120 mg), 4-chlorophenyl-boronic acid (0.7 g, 4.5 mmol), and 2 N sodium carbonate solution (4.7 mL). The whole mixture was heated with stirring at 90° C. for 18 h, cooled to room temperature and eluted with ethyl acetate over 10 g ChemElut (Varian). The solvent was evaporated and the residue was purified by column chromatography on silica (n-heptane/ethyl acetate gradient) to yield 0.61 g of the title compound as a yellowish oil, MS (ISP) 296.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188093B2
Source datasetuspto-grants-2012_05
ORD IDord-513ddd7f879148c79b3d3d34227a6ff1
Source noteuspto-grants-2012_05