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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228879Generated: October 30, 2026

Water → 4-(7-Bromo-isoquinolin-6-yloxy)-6,7-dimethoxy-quinoline

https://huagongshe.com/reaction/228879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Chloro-6,7-dimethoxyquinolineHCID 459610—
Reactant6-Isoquinolinol, 7-bromo-HCID 135854837—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,2-DichlorobenzeneHCID 7239—
Product4-(7-Bromo-isoquinolin-6-yloxy)-6,7-dimethoxy-quinolineHCID 2307854948%

Reaction Conditions

Temperature140 °C

Reaction Steps

7-Bromo-6-hydroxyisoquinoline (11 mg), 4-chloro-6,7-dimethoxyquinoline (31 mg), and 4-dimethylaminopyridine (17 mg) were suspended in o-dichlorobenzene (2 ml), and the mixture was stirred at 140° C. for 7 hr. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous magnesium 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 (9 mg, yield 48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-7ebf54b95c3e41909876928bcf519ce6
Source noteuspto-grants-2009_07