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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008366Generated: October 25, 2026

Methanol → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylphenyl}-N'-(3-fluoro-2-methoxyphenyl)urea

https://huagongshe.com/reaction/1008366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant2-Fluoro-6-methoxyanilineHCID 459253—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylanilineHCID 21890439—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylphenyl}-N'-(3-fluoro-2-methoxyphenyl)ureaHCID 2266716613%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylaniline (120 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml), and a solution of triphosgene (110 mg) in dichloromethane was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, 3-fluoro-o-anisidine (132 μl) was added to the reaction solution, and the mixture was stirred at room temperature for 2 hr. Methanol was added to the reaction solution, and the solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/methanol (91/9) to give 23 mg (yield 13%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-2450a0f36b3d496194d0326ca6f08f3f
Source noteuspto-grants-2004_09