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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228743Generated: October 23, 2026

2,6-Dimethyl-3-pyridinol → 4-(2,6-Dimethyl-pyridin-3-yloxy)-6,7-dimethoxy-quinoline

https://huagongshe.com/en/reaction/228743

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dimethyl-3-pyridinolHCID 70732—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product4-(2,6-Dimethyl-pyridin-3-yloxy)-6,7-dimethoxy-quinolineHCID 2307850683.6%

Reaction Conditions

Temperature130 °C

Reaction Steps

2,6-Dimethylpyridin-3-ol (165 mg), 4-chloro-6,7-dimethoxyquinoline (100 mg), and 4-(N,N-dimethylamino)pyridine (164 mg) were dissolved in 1,2-dichlorobenzene (4.5 ml) to prepare a solution which was then stirred at 130° C. overnight. The reaction solution was cooled to room temperature, and the solvent was then removed by distillation under the reduced pressure. Water was added to the residue, the mixture was extracted with ethyl acetate, and 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, and the residue was purified by column chromatography using hexane-acetone to give the title compound (116 mg, yield 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-42c2f51ec9b6435aba4ee7014297329c
Source noteuspto-grants-2009_07