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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818896Generated: October 26, 2026

2-Chloro-4,6-dimethyl-3-pyridinecarbonitrile → 4,6-Dimethyl-2-phenoxy-nicotinonitrile

https://huagongshe.com/reaction/1818896

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4,6-dimethyl-3-pyridinecarbonitrileHCID 223261—
ReactantSodium Phenoxide TrihydrateHCID 23681143—
SolventTetrahydrofuranHCID 8028—
Product4,6-Dimethyl-2-phenoxy-nicotinonitrileHCID 94698390.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

4,6-dimethyl-2-chloro-nicotinonitrile (600 mg, 3.60 mmol) was dissolved in 30 mL of anhydrous THF and then added with sodium phenoxide trihydrate (3.06 g, 18.00 mmol) and stirred at 80° C. overnight. The mixture was extracted with methylene chloride, dried with anhydrous sodium sulfate, filtered and then concentrated under reduced pressure. A silica gel column chromatography (10% EtOAc/Hexane) was performed on the resulting residue and 730 mg (90%) of 4,6-dimethyl-2-phenoxy-nicotinonitrile was obtained in white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601736B2
Source datasetuspto-grants-2009_10
ORD IDord-ee898bc2551d44c58ab3dfa0dbd5e83b
Source noteuspto-grants-2009_10