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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623300Generated: October 25, 2026

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

https://huagongshe.com/reaction/623300

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

3.00 g (18.6 mmol) of 2-chloro-5-chloromethyl pyridine was dissolved in 20 ml of anhydrous DMF, 1.75 g (18.6 mmol) of 2-aminopyridine was added thereto, and the resulting mixture was stirred at 80° C. for 8 hours and at room temperature for 5 hours. After the reaction was completed, DMF was distilled off under reduced pressure, acetonitrile was added thereto to precipitate a solid, and the solid was collected, washed well with acetonitrile and then dried to obtain 2.07 g (yield 44%) of 1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-imine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09301525B2
Source datasetuspto-grants-2016_04
ORD IDord-90bae05e2b3541eb987dc28d6e2c1646
Source noteuspto-grants-2016_04