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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817475Generated: October 26, 2026

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

https://huagongshe.com/reaction/1817475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2-methylanilineHCID 21890510—
Reactant1-(4,5-Dimethylthiazol-2-yl)ethanamineHCID 24261656—
SolventChloroformHCID 6212—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylphenyl}-N'-[1-(4,5-dimethyl-1,3-thiazol-2-yl)ethyl]ureaHCID 1002861839%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methylaniline (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 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598258B2
Source datasetuspto-grants-2009_10
ORD IDord-a9a3cacc45864be58effbef9bbadf5eb
Source noteuspto-grants-2009_10