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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721485Generated: October 30, 2026

Triphosgene → HCID 21890643, compound

https://huagongshe.com/reaction/721485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylanilineHCID 21890439—
ReactantHCID 21890784HCID 21890784—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 21890643HCID 2189064341%

Reaction Steps

Chloroform (10 ml) and triethylamine (2 ml) were added to 4-[(6,7-dimethoxy-4-quinolyl)oxy]-2,3-dimethylaniline (100 mg) to prepare a solution. Triphosgene (101 mg) was added to the solution, and the mixture was stirred at room temperature for 30 min. 1-(2-Methylbenzyl)-3-pyrrolidinamine (88 mg) was then added thereto, and the mixture was stirred at room temperature overnight. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with chloroform. The extract was washed with saturated brine and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by thin-layer chromatography using chloroform/acetone for development. Diethyl ether was added to the purification product, and the precipitated crystal was collected by filtration and was washed to give the title compound (68 mg, yield 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-965b52a36d2945788afa66623c06f1a1
Source noteuspto-grants-2006_11