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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375786Generated: October 30, 2026

Triphosgene → HCID 22667128, compound

https://huagongshe.com/reaction/1375786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantPropargylamineHCID 239041—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroanilineHCID 11301470—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 22667128HCID 2266712887%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-fluoroaniline (150 mg) was dissolved in chloroform (10 ml) and triethylamine (2 ml), and a solution of triphosgene (156 mg) in dichloromethane was added to the solution. The mixture was heated under reflux for 10 min. Next, propargylamine (53 mg) was added, and the mixture was heated under reflux for additional 30 min. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/acetone (2/1) to give 164 mg (yield 87%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169789B2
Source datasetuspto-grants-2007_01
ORD IDord-95aabed695194a168eb59da5057e06b0
Source noteuspto-grants-2007_01