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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228789Generated: October 26, 2026

Sodium Bicarbonate → 4-[2-(2,6-Dichloro-phenyl)-6-methyl-pyridin-3-yloxy]-6,7-dimethoxy-quinoline

https://huagongshe.com/reaction/228789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2,6-Dichlorobenzeneboronic acidHCID 2734332—
Reactant4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinolineHCID 10093673—
SolventTolueneHCID 1140—
Product4-[2-(2,6-Dichloro-phenyl)-6-methyl-pyridin-3-yloxy]-6,7-dimethoxy-quinolineHCID 5775642890%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinoline (compound 116) (84 mg), 2,6-dichlorophenylboronic acid (191 mg), and tetrakistriphenylphosphine palladium (12 mg) were dissolved in toluene (1 ml) to prepare a solution. A saturated aqueous sodium hydrogencarbonate solution (1 ml) was added to the solution, and the mixture was stirred at 80° C. for 3 hr. The reaction solution was filtered, the solvent was then removed by distillation under the reduced pressure, and the residue was purified by column chromatography using methanol-chloroform to give the title compound (79 mg, yield 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-f1eb3a2bb10741f1bb3de50c0038dcfc
Source noteuspto-grants-2009_07