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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228969Generated: October 29, 2026

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

https://huagongshe.com/reaction/228969

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant7-(2-Chloro-ethoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 23078272—
SolventWaterHCID 962—
Product7-(2-Imidazol-1-yl-ethoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 2307859657.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

N,N-Dimethylformamide (1.5 ml) was added to 7-(2-chloro-ethoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline (compound 353) (50 mg), potassium carbonate (53 mg), and imidazole (26 mg), and the mixture was stirred at 80° C. for 3 days. The reaction solution was cooled to room temperature, water was added to the reaction solution, 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, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (31 mg, yield 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-c97102297d8b4af49ece608a1487f210
Source noteuspto-grants-2009_07