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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2199250Generated: October 31, 2026

2-Aminopyridine → 1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride

https://huagongshe.com/reaction/2199250

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-AminopyridineHCID 10439—
Reactant2-Chloro-5-(chloromethyl)pyridineHCID 155479—
SolventDimethylformamideHCID 6228—
Product1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochlorideHCID 8668693086.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

In 20 ml of dimethylformamide, 3.00 g (18.6 mmol) of 2-chloro-5-chloromethylpyridine was dissolved, and 1.75 g (18.6 mmol) of 2-aminopyridine was added thereto, followed by stirring at 80° C. for 8 hours, and at room temperature for 5 hours. After completion of the reaction, dimethylformamide was distilled off under reduced pressure, and acetonitrile was added. As a result, a solid was precipitated. The solid was collected by filtration, thoroughly washed with acetonitrile, and then dried. Thus, 2.07 g of 1-[(6-chloropyridin-3-yl)methyl]pyridine-2(1H)-imine hydrochloride was obtained (Percentage Yield: 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09357776B2
Source datasetuspto-grants-2016_06
ORD IDord-aeae018556a3468c8b3f0e5df19b684f
Source noteuspto-grants-2016_06