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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727864Generated: November 2, 2026

Morpholine → [4-(6,7-Dimethoxyquinolin-4-yloxy)phenyl]-(4-morpholin-4-ylphenyl)amine

https://huagongshe.com/reaction/1727864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant(4-Bromophenyl)-[4-(6,7-dimethoxy-4-quinolyloxy)phenyl]amineHCID 23022618—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product[4-(6,7-Dimethoxyquinolin-4-yloxy)phenyl]-(4-morpholin-4-ylphenyl)amineHCID 230226929%

Reaction Conditions

Temperature80 °C

Reaction Steps

Palladium acetate (18 mg) and (+)-BINAP (70 mg) were dissolved in toluene (1.5 ml), and the solution was stirred at room temperature for 5 min. (4-Bromophenyl)-[4-(6,7-dimethoxy-4-quinolyloxy)phenyl]amine (100 mg), morpholine (0.15 ml), and cesium carbonate (200 mg) were added in that order to the reaction solution, and the mixture was stirred at 80° C. overnight. The insolubles were removed by filtration, and the solvent was then removed by evaporation under the reduced pressure. The residue was purified by thin-layer chromatography on silica gel using chloroform/acetone to give the title compound (10 mg, yield 9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495104B2
Source datasetuspto-grants-2009_02
ORD IDord-32ad09508d2e4fd7820c18314e8721a4
Source noteuspto-grants-2009_02