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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008431Generated: November 1, 2026

Methanol → HCID 22667219, compound

https://huagongshe.com/reaction/1008431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantTriphosgeneHCID 94429—
Reactant2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 21889899—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 22667219HCID 2266721954.4%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline (50 mg) was dissolved in chloroform (2 ml) and triethylamine (0.5 ml), and a solution of triphosgene (48 mg) in chloroform was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, the reaction solution was cooled to −78° C. and dimethylamine hydrochloride (250 mg) was added to the cooled reaction solution. The temperature of the mixture was spontaneously raised, and the mixture was further 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 33 mg (yield 53%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-a689bbb0bd794b1c88306fc696acb63f
Source noteuspto-grants-2004_09