Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229064Generated: October 26, 2026

4-[2-(5-Chloro-4-methyl-thiophen-2-yl)-quinolin-3-yloxy]-6,7-dimethoxy-quinoline → 6,7-Dimethoxy-4-[2-(3-methyl-butyl)-quinolin-3-yloxy]-quinoline

https://huagongshe.com/reaction/229064

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[2-(5-Chloro-4-methyl-thiophen-2-yl)-quinolin-3-yloxy]-6,7-dimethoxy-quinolineHCID 57756392—
CatalystPalladium hydroxideHCID 9942167—
Solventtriethylamine N,N-dimethylformamideHCID 22056947—
Product6,7-Dimethoxy-4-[2-(3-methyl-butyl)-quinolin-3-yloxy]-quinolineHCID 5775639059.2%

Reaction Steps

4-[2-(5-Chloro-4-methyl-thiophen-2-yl)-quinolin-3-yloxy]-6,7-dimethoxy-quinoline (compound 290) (7 mg) was dissolved in triethylamine/N,N-dimethylformamide (0.5 ml/1.5 ml) to prepare a solution, 20% palladium hydroxide (68 mg) was added to the solution, and the mixture was stirred under a hydrogen gas atmosphere at room temperature overnight. The reaction solution was filtered, and the solvent was then removed by distillation under the reduced pressure. Water was added to the residue, 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, and the residue was purified by thin layer chromatography using acetone-chloroform to give the title compound (3.6 mg, yield 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-53dee310287d4936949c56a1290529be
Source noteuspto-grants-2009_07