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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952341Generated: November 2, 2026

Methyl iodide → 3-Chloro-5-[(3-chloro-2-methoxy-6-methylpyridin-4-yl)oxy]benzonitrile

https://huagongshe.com/reaction/1952341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant3-Chloro-5-[(3-chloro-6-methyl-2-oxo-1,2-dihydropyridin-4-yl)oxy]benzonitrileHCID 59529755—
CatalystHCID 178418647HCID 178418647—
SolventChloroformHCID 6212—
Product3-Chloro-5-[(3-chloro-2-methoxy-6-methylpyridin-4-yl)oxy]benzonitrileHCID 59529730—

Reaction Conditions

Temperature50 °C

Reaction Steps

Compound 3-4 (2.45 g; 8.32 mmol), methyl iodide (1.573 mL; 25.2 mmol), silver carbonate (3.28 g; 11.89 mmol) and chloroform (100 mL) were added to a sealed vessel. The contents of the sealed vessel were heated at 50° C. for 3 hours in the absence of light. The reaction was cooled to room temperature, the insoluble material filtered off, and the filtrate concentrated in vacuo. The crude material was purified via silica gel chromatography (0-10% EtOAc in hexane) to give the title compound. MS M+1=308.9. 1H NMR (CDCl3): 2.42 (s, 3H), 4.05 (s, 3H), 6.36 (s, 1), 7.16 (m, 1H), 7.24 (m, 1H), 7.44 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404856B2
Source datasetuspto-grants-2013_03
ORD IDord-e8ec47d1f58a4627a8af757153316dfa
Source noteuspto-grants-2013_03