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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 721494Generated: October 31, 2026

Triphosgene → HCID 21890882, compound

https://huagongshe.com/reaction/721494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
Reactant1-[[4-(1,1-Dimethylethyl)phenyl]methyl]-3-pyrrolidinamineHCID 21890885—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 21890882HCID 2189088241%

Reaction Steps

Chloroform (10 ml) and triethylamine (2 ml) were added to 4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline (100 mg) to prepare a solution. Triphosgene (110 mg) was added to the solution, and the mixture was stirred at room temperature for 30 min. 1-[4-(Tert-butyl)benzyl]-3-pyrrolidinamine (117 mg) was then added thereto, and the mixture was stirred at room temperature for 5 hr. 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 (76 mg, yield 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07135466B2
Source datasetuspto-grants-2006_11
ORD IDord-6729b144d9d64acba2618af817eae61d
Source noteuspto-grants-2006_11