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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416031Generated: October 25, 2026

Triethylamine → N-(5-Acetyl-4-methyl-1,3-thiazol-2-yl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}urea

https://huagongshe.com/reaction/2416031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant5-Acetyl-2-amino-4-methylthiazoleHCID 720882—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroanilineHCID 11301470—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductN-(5-Acetyl-4-methyl-1,3-thiazol-2-yl)-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}ureaHCID 2263713613.3%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (30 mg) was dissolved in chloroform (3 ml) to prepare a solution. Triethylamine (0.3 ml) and a solution of triphosgene (27 mg) in chloroform (0.2 ml) were then added thereto, and the mixture was stirred at room temperature for 30 min. Next, a solution of 5-acetyl-2-amino-4-methylthiazole (64 mg) in chloroform (0.6 ml) was added thereto, and the mixture was further stirred at room temperature overnight. Water was added to the reaction solution, and the mixture was subjected to separatory extraction with chloroform. The extract was washed with saturated brine and was dried over anhydrous sodium sulfate. The organic layer was concentrated under the reduced pressure, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give 6 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06821987B2
Source datasetuspto-grants-2004_11
ORD IDord-60ec3372379349129abd9c5a663256aa
Source noteuspto-grants-2004_11