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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008395Generated: October 29, 2026

Methanol → N-{4-[(6,7-Dimethoxy-4-quinazolinyl)-oxy]phenyl}-N'-(2-propynyl)urea

https://huagongshe.com/reaction/1008395

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriphosgeneHCID 94429—
ReactantProp-2-ynylamine hydrochlorideHCID 11205720—
Reactant4-(6,7-Dimethoxyquinazolin-4-yloxy)anilineHCID 11616363—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductN-{4-[(6,7-Dimethoxy-4-quinazolinyl)-oxy]phenyl}-N'-(2-propynyl)ureaHCID 2266712741%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinazolinyl)oxy]aniline (50 mg) was dissolved in chloroform (3 ml) and triethylamine (0.2 ml), and a solution of triphosgene (50 mg) in chloroform was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, propargylamine hydrochloride (31 mg) was added to the reaction solution, and the mixture was stirred at room temperature overnight. Methanol was added to the reaction solution, and the mixture was purified by HPLC by development with chloroform/methanol to give 26 mg (yield 41%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-7a45b2380e2249a69e5387665a2f0e0c
Source noteuspto-grants-2004_09