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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008369Generated: November 1, 2026

Methanol → HCID 22667226, compound

https://huagongshe.com/reaction/1008369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-Amino-5-bromopyridineHCID 70622—
ReactantTriphosgeneHCID 94429—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethylanilineHCID 21890439—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 22667226HCID 2266722641.3%

Reaction Steps

4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2,3-dimethyl-aniline (120 mg) was dissolved in chloroform (10 ml) and triethylamine (1 ml), and a solution of triphosgene (110 mg) in dichloromethane was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, 2-amino-5-bromopyridine (192 mg) was added to the reaction solution, and the mixture was stirred at room temperature for 2 hr. Methanol was added to the reaction solution, and the solvent was removed by distillation under the reduced pressure. The residue was purified by chromatography on silica gel by development with chloroform/methanol (91/9). The solvent was removed by distillation, and a crystal was precipitated from a minor amount of methanol and a large amount of ether. The crystal was collected by filtration to give 80 mg (yield 41%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-def486fcba23495699935867aecd9712
Source noteuspto-grants-2004_09