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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817474Generated: October 27, 2026

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

https://huagongshe.com/reaction/1817474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroanilineHCID 11301470—
Reactant1-(4,5-Dimethylthiazol-2-yl)ethanamineHCID 24261656—
SolventChloroformHCID 6212—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluorophenyl}-N'-[1-(4,5-dimethyl-1,3-thiazol-2-yl)ethyl]ureaHCID 1041349338%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (30 mg) was dissolved in chloroform (1 ml) and triethylamine (0.1 ml) to prepare a solution. A solution of triphosgene (35 mg) in chloroform (0.2 ml) was then added to the solution, and the mixture was stirred at room temperature for one hr. Next, a solution of 1-(4,5-dimethyl-1,3-thiazol-2-yl)-1-ethylamine (35 mg) in chloroform (0.2 ml) was added thereto, and the mixture was stirred at room temperature for 10 hr. The stirred mixture was purified by chromatography on silica gel using chloroform/methanol for development to give the title compound (18 mg, yield 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598258B2
Source datasetuspto-grants-2009_10
ORD IDord-65c1cd5fe75a458c8200e9f7c73d0580
Source noteuspto-grants-2009_10