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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817439Generated: October 28, 2026

Triethylamine → N-[(1R)-1-(3-Bromophenyl)ethyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-methoxyphenyl}urea

https://huagongshe.com/reaction/1817439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2-methoxyanilineHCID 21891031—
Reactant176707-77-0HCID 22831503—
SolventChloroformHCID 6212—
ProductN-[(1R)-1-(3-Bromophenyl)ethyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2-methoxyphenyl}ureaHCID 5788159417.7%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-methoxyaniline (91 mg) was dissolved in chloroform (2 ml) and triethylamine (0.2 ml) to prepare a solution. A solution of triphosgene (70 mg) in chloroform (0.4 ml) was then added to the solution, and the mixture was stirred at room temperature for one hr. Next, a solution of (1R)-1-(3-bromophenyl)ethylamine (70 mg) in chloroform (0.4 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 (23 mg, yield 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598258B2
Source datasetuspto-grants-2009_10
ORD IDord-750b224c4f0e42bd9fd53432fddc1762
Source noteuspto-grants-2009_10