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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721520Generated: October 31, 2026

1-Pyrrolidineethanamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}-N'-(2-tetrahydro-1H-1-pyrrolylethyl)urea

https://huagongshe.com/reaction/721520

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PyrrolidineethanamineHCID 1344—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant4-((6,7-Dimethoxyquinolin-4-yl)oxy)-2,5-dimethylanilineHCID 21890421—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
ProductN-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylphenyl}-N'-(2-tetrahydro-1H-1-pyrrolylethyl)ureaHCID 2189014836.3%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,5-dimethylaniline (50 mg) was dissolved in chloroform (5 ml), and triethylamine (0.5 ml) to prepare a solution. A solution of triphosgene (68 mg) in chloroform was then added to the solution, and the mixture was stirred at room temperature for 10 min. Next, 2-tetrahydro-1H-1-pyrrolyl-1-ethanamine (26 mg) was added thereto, and the mixture was further stirred at room temperature for one hr. Water was added to stop the reaction, and the reaction solution was then extracted with chloroform, followed by concentration. The residue was purified on a column using chloroform/methanol to give the title compound (26 mg, yield 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-d3e7a88080bd40aeb417ee7e7dc22d3d
Source noteuspto-grants-2006_11