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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375841Generated: October 31, 2026

2-Amino-5-chloropyridine → HCID 69351611, compound

https://huagongshe.com/reaction/1375841

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-chloropyridineHCID 66174—
ReactantTriphosgeneHCID 94429—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Chloro-4-((6,7-dimethoxyquinazolin-4-yl)oxy)anilineHCID 21889899—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 69351611HCID 6935161153.2%

Reaction Steps

2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-aniline 50 mg) was dissolved in chloroform (5 ml) and triethylamine (1 ml), and a solution of triphosgene (45 mg) in chloroform was then added to the solution. The mixture was stirred at room temperature for 30 min. Next, 2-amino-5-chloropyridine (23 mg) was added to the reaction solution, and the mixture was stirred at 60° C. for additional one hr. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by HPLC by development with chloroform/methanol to give 39 mg (yield 53%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169789B2
Source datasetuspto-grants-2007_01
ORD IDord-456dccdeac3b4f5fbbf38c98110d20e2
Source noteuspto-grants-2007_01