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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228693Generated: October 27, 2026

Water → 4-(4,5-Dimethyl-2-pyridin-2-yl-phenoxy)-6,7-dimethoxy-quinoline

https://huagongshe.com/reaction/228693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium ChlorideHCID 433294—
Reactant2-(Tributylstannyl)pyridineHCID 607784—
Reactant4-(2-Iodo-4,5-dimethyl-phenoxy)-6,7-dimethoxyquinolineHCID 23078361—
SolventDimethylformamideHCID 6228—
Product4-(4,5-Dimethyl-2-pyridin-2-yl-phenoxy)-6,7-dimethoxy-quinolineHCID 230785224%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-(2-Iodo-4,5-dimethyl-phenoxy)-6,7-dimethoxyquinoline (compound 164) (95 mg), tri-n-butyl(2-pyridyl)tin (0.25 ml), and tetrakistriphenylphosphine palladium (64 mg) were dissolved in N,N-dimethylformamide (7 ml), lithium chloride (102 mg) was added to the reaction system, and the mixture was stirred at 100° C. for one hr. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin layer chromatography using acetone-chloroform to give the title compound (3 mg, yield 4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-d9f4fc28a6f9469c93eb8a243a1d5793
Source noteuspto-grants-2009_07