Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375811Generated: November 2, 2026

Potassium Carbonate → N-(2-Chloro-4-{[6-methoxy-7-(2-morpholinoethoxy)-4-quinolyl]oxy}phenyl)-N'-(2,4-difluorophenyl)urea

https://huagongshe.com/reaction/1375811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMorpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 77210—
ReactantSodium BicarbonateHCID 516892—
ReactantN-{2-Chloro-4-[(7-hydroxy-6-methoxy-4-quinolyl)-oxy]phenyl}-N'-(2,4-difluorophenyl)ureaHCID 135674212—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
ProductN-(2-Chloro-4-{[6-methoxy-7-(2-morpholinoethoxy)-4-quinolyl]oxy}phenyl)-N'-(2,4-difluorophenyl)ureaHCID 980848835%

Reaction Conditions

Temperature70 °C

Reaction Steps

N-{2-Chloro-4-[(7-hydroxy-6-methoxy-4-quinolyl)-oxy]phenyl}-N′-(2,4-difluorophenyl)urea (174 mg) was dissolved in N,N-dimethylformamide (9 ml), and potassium carbonate (64 mg), tetra-n-butylammonium iodide (14 mg), and N-(2-chloroethyl)morpholine hydrochloride (86 mg) were then added to the solution. The mixture was stirred at 70° C. for 17 hr, and a saturated aqueous sodium hydrogencarbonate solution was then added to the reaction solution, followed by extraction with chloroform. The chloroform layer was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/methanol (20/1) to give 75 mg (yield 35%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169789B2
Source datasetuspto-grants-2007_01
ORD IDord-0b4e67dbaf78464ab36f5b3a9c41a41e
Source noteuspto-grants-2007_01