Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229021Generated: October 29, 2026

Imidazole → 6-(2-Imidazol-1-yl-ethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline

https://huagongshe.com/reaction/229021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant6-(2-Chloroethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 23078483—
SolventDimethylformamideHCID 6228—
Product6-(2-Imidazol-1-yl-ethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 2307826036%

Reaction Conditions

Temperature75 °C

Reaction Steps

N,N-Dimethylformamide (3 ml) was added to 6-(2-chloro-ethoxy)-7-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline (24 mg), potassium carbonate (25 mg), imidazole (12 mg), and sodium iodide (1.8 mg), and the mixture was stirred at 75° C. overnight. The reaction solution was cooled to room temperature, and the solvent was removed by distillation under the reduced pressure. Water was added to the residue, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (9.2 mg, yield 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-7d188a0d59084fa4beb92ac09c40c76c
Source noteuspto-grants-2009_07