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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818889Generated: October 25, 2026

2-Chloro-4,6-dimethyl-3-pyridinecarbonitrile → 2-Methoxy-4,6-dimethylnicotinonitrile

https://huagongshe.com/reaction/1818889

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4,6-dimethyl-3-pyridinecarbonitrileHCID 223261—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product2-Methoxy-4,6-dimethylnicotinonitrileHCID 59527699%

Reaction Steps

2-chloro-4,6-dimethyl-nicotinonitrile (2.5 g, 15.01 mmol) was dissolved in anhydrous methanol(70 mL), added with sodium methoxide (4.27 g, 75.03 mmol) at 0° C. and stirred for about 10 hours at nitrogen atmosphere. The above mixture was concentrated under reduced pressure and then neutrailized with a saturated solution of ammonium chloride and then extracted twice with 150 mL of methylenechloride. The resulting organic layer was dried using anhydrous sodium sulfate, filtered and concentrated. A silica gel column chromatography (20% EtOAc/Hexanes) was performed on the resulting residue and 2.41 g (99%) of 2-methoxy-4,6-dimethyl-nicotinonitrile was obtained in white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601736B2
Source datasetuspto-grants-2009_10
ORD IDord-e28f252b51354faba53f784a24ab9b6d
Source noteuspto-grants-2009_10