Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727876Generated: November 2, 2026

Triethylamine → 1-[4-(6,7-Dimethoxy-quinolin-4-yloxy)-phenyl]-3-(3,3-dimethyl-butyl)-urea

https://huagongshe.com/reaction/1727876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantTert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 2764081—
Reactant(4-Tert-butylphenyl)-{4-[7-(3-chloropropoxy)-6-methoxy-4-quinolyloxy]phenyl}amineHCID 57567448—
Reactant4-[(6,7-Dimethoxy-quinolyl)oxy]anilineHCID 66666397—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product1-[4-(6,7-Dimethoxy-quinolin-4-yloxy)-phenyl]-3-(3,3-dimethyl-butyl)-ureaHCID 2302266559%

Reaction Steps

4-[(6,7-Dimethoxy-quinolyl)oxy]aniline (2 g) was dissolved in chloroform (100 ml) (starting compound A) to prepare a solution. Triethylamine (2 ml) was added to the solution. A solution of triphosgene (1 g) in chloroform (4 ml) was added dropwise thereto, and the mixture was stirred at room temperature for 30 min. 3,3-Dimethylbutylamine (750 mg) (starting compound B) was added thereto, and the mixture was stirred at room temperature for 5 hr. Water and chloroform were added to the reaction solution, and the mixture was extracted with chloroform. The extract was washed with saturated brine and was dried over sodium sulfate. The solvent was then removed by evaporation under the reduced pressure. The crude thus obtained was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (1.70 g, yield 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495104B2
Source datasetuspto-grants-2009_02
ORD IDord-cb5b73f9c86544589392e2d3c0d4cb98
Source noteuspto-grants-2009_02