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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928789Generated: November 2, 2026

Sodium Methoxide → 4-((6-Bromo-4-chloro-2-methoxyquinolin-3-yl)methyl)benzonitrile

https://huagongshe.com/reaction/928789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant4-((6-Bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrileHCID 86715622—
SolventTolueneHCID 1140—
Product4-((6-Bromo-4-chloro-2-methoxyquinolin-3-yl)methyl)benzonitrileHCID 86715623—

Reaction Conditions

Temperature105 °C

Reaction Steps

A heterogeneous mixture of 4-((6-bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrile (650 mg, 1.16 mmol, Intermediate 44: step c) and sodium methoxide (314 mg, 5.81 mmol) in dry toluene (2.2 mL) was heated at 105° C. After 9 hours, the mixture was cooled to ambient temperature and filtered through Celite®, rinsing with DCM. The filtrate was concentrated and the crude was purified by flash column chromatography (silica gel, 0-5% EtOAc-Hexanes) to provide the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290476B2
Source datasetuspto-grants-2016_03
ORD IDord-520b9e0e8b364888a0d1fd7346df13a4
Source noteuspto-grants-2016_03