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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817445Generated: October 26, 2026

Triethylamine → N-[1-(3,4-Difluorophenyl)ethyl]-N'-(3-fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}phenyl)urea

https://huagongshe.com/reaction/1817445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant1-(3,4-Difluorophenyl)ethanamineHCID 3815974—
Reactant3-Fluoro-4-(6-methoxy-7-(3-morpholinopropoxy)quinolin-4-yloxy)anilineHCID 46928040—
SolventChloroformHCID 6212—
ProductN-[1-(3,4-Difluorophenyl)ethyl]-N'-(3-fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}phenyl)ureaHCID 2307412834.3%

Reaction Steps

3-Fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}-aniline (30 mg) was dissolved in chloroform (3 ml) and triethylamine (0.3 ml) to prepare a solution. A solution of triphosgene (17 mg) in chloroform (0.2 ml) was then added to the solution, and the mixture was stirred at room temperature for 25 min. Next, a solution of 1-(3,4-difluorophenyl)ethylamine (14 mg) in chloroform (0.2 ml) was added thereto, and the mixture was stirred at room temperature for 5 hr. The stirred mixture was purified by chromatography on silica gel using chloroform/methanol for development to give the title compound (12 mg, yield 29%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598258B2
Source datasetuspto-grants-2009_10
ORD IDord-ac1a47f0c76845ca95d077e29548ca8d
Source noteuspto-grants-2009_10