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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520746Generated: October 26, 2026

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

https://huagongshe.com/reaction/520746

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 8668693044%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-chloro-5-chloromethylpyridine in an amount of 3.00 g (18.6 mmol) was dissolved in 20 mL of anhydrous dimethylformamide (DMF), 1.75 g (18.6 mmol) of 2-aminopyridine was added, and the mixture was stirred out at 80° C. for 8 hours and at room temperature for 5 hours. Following reaction completion, DMF was distilled off under reduced pressure and acetonitrile was added, whereupon a solid separated out. The solid was collected by filtration, thoroughly washed with acetonitrile, then dried, giving 2.07 g of 1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride (yield, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328068B2
Source datasetuspto-grants-2016_05
ORD IDord-d8c14ff9c37146afa8b0894895954b08
Source noteuspto-grants-2016_05