Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192682Generated: October 26, 2026

3-Pyridinemethanamine → 6-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amine

https://huagongshe.com/reaction/2192682

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PyridinemethanamineHCID 31018—
Reactant2,6-DichloropyrazineHCID 78504—
SolventO-XyleneHCID 7237—
Product6-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amineHCID 2191935693%

Reaction Steps

A mixture 2,6-dichloropyrazine (0.671 mmol) and 3-picolylamine (2.014 mmol) in xylene (25 ml) was refluxed overnight. The residue obtained after evaporation of the solvent was suspended between CH2Cl2 (100 ml) and water (100 ml). The organic layer was separated and the aqueous layer was extracted with CH2Cl3 (3×50 ml). The combined organic extracts were washed with brine (1×100 ml), dried (Na2SO4) and the solvent removed in vacuo. The residue was then purified by column chromatography eluting with a hexane:ethyl acetate gradient mixture to afford the desired product (93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329737B2
Source datasetuspto-grants-2012_12
ORD IDord-6587a93195224039ad899ea5478e4b0e
Source noteuspto-grants-2012_12