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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008362Generated: October 31, 2026

Methanol → HCID 22667209, compound

https://huagongshe.com/reaction/1008362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-Amino-6-methylpyridineHCID 15765—
ReactantTriphosgeneHCID 94429—
Reactant4-[(6,7-Dimethoxy-4-quinolyl)oxy]-2-chloroanilineHCID 11221223—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 22667209HCID 2266720942.6%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinolyl)oxy]aniline (122 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, 6-amino-2-picoline (120 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/acetone (2/1) to give 73 mg (yield 42%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797823B1
Source datasetuspto-grants-2004_09
ORD IDord-c4a0d6e27c49485cb286148e32fd387e
Source noteuspto-grants-2004_09