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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228772Generated: October 30, 2026

Toluene → HCID 57756328, compound

https://huagongshe.com/reaction/228772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3-Aminophenylboronic acidHCID 92269—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinolineHCID 10093673—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 57756328HCID 5775632885%

Reaction Conditions

Temperature80 °C

Reaction Steps

Toluene (1 ml), N,N-dimethylformamide (0.5 ml), and a saturated aqueous sodium hydrogencarbonate solution (0.5 ml) were added to 4-(2-iodo-6-methyl-pyridin-3-yloxy)-6,7-dimethoxy-quinoline (compound 116) (50 mg), tetrakistriphenylphosphine palladium (28 mg), and 3-aminophenylboronic acid (162 mg) under an argon atmosphere, and the mixture was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with chloroform. The ethyl acetate layer was then washed with water and was dried over anhydrous magnesium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (39 mg, yield 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-e219bed0ab48417ba60cc3a29042acbd
Source noteuspto-grants-2009_07