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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817442Generated: October 30, 2026

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

https://huagongshe.com/reaction/1817442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylanilineHCID 21890439—
Reactant176707-77-0HCID 22831503—
SolventChloroformHCID 6212—
ProductN-[(1R)-1-(3-Bromophenyl)ethyl]-N'-{4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,3-dimethylphenyl}ureaHCID 5788157926.2%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylaniline (79 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 (34 mg, yield 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598258B2
Source datasetuspto-grants-2009_10
ORD IDord-8afaca3bc3ae4ef1ab0b0ee57b2f8148
Source noteuspto-grants-2009_10