Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721484Generated: October 31, 2026

Triphosgene → HCID 21890232, compound

https://huagongshe.com/reaction/721484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]-2-methoxyanilineHCID 21889991—
ReactantHCID 21890784HCID 21890784—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 21890232HCID 2189023235%

Reaction Steps

Chloroform (10 ml) and triethylamine (2 ml) were added to 4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-2-methoxyaniline (100 mg) to prepare a solution. Triphosgene (99 mg) was added to the solution, and the mixture was stirred at room temperature for 30 min. 1-(2-Methylbenzyl)-3-pyrrolidinamine (87 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 (58 mg, yield 35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-06dc794208f745bdb5eb7a6163690022
Source noteuspto-grants-2006_11