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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817407Generated: October 30, 2026

Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-methoxyphenyl}-N'-[(1R)-1-(4-fluorophenyl)ethyl]urea

https://huagongshe.com/reaction/1817407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant(1R)-(+)-1-(4-Fluorophenyl)ethylamineHCID 6950187—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-methoxyanilineHCID 59791982—
SolventChloroformHCID 6212—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-methoxyphenyl}-N'-[(1R)-1-(4-fluorophenyl)ethyl]ureaHCID 5788160097.4%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-3-methoxyaniline (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 (1R)-1-(4-fluorophenyl)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 (44 mg, yield 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598258B2
Source datasetuspto-grants-2009_10
ORD IDord-bfc5bbca040343e49b499f9afb36c0d0
Source noteuspto-grants-2009_10