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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971164Generated: November 2, 2026

Methanol → 4-(4-Bromo-2-fluorophenylamino)-5-fluoro-6-methoxy-nicotinic acid methyl ester

https://huagongshe.com/reaction/1971164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium MethoxideHCID 10942334—
Reactant4-(4-Bromo-2-fluorophenylamino)-6-chloro-5-fluoro-nicotinic acid methyl esterHCID 86601527—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Bromo-2-fluorophenylamino)-5-fluoro-6-methoxy-nicotinic acid methyl esterHCID 66674081—

Reaction Steps

Sodium methoxide (2.20 g, 40.8 mmol) was slowly added to a stirred solution of 4-(4-bromo-2-fluorophenylamino)-6-chloro-5-fluoro-nicotinic acid methyl ester in 4:1 MeOH:THF (20 mL) at 0° C. The reaction mixture was warmed to room temperature, stirred for 17 hours and then warmed to 40° C. and stirred for 5 hours. After cooling to room temperature, the reaction mixture was quenched with water and extracted with ethyl acetate. The combined organic extracts were dried (MgSO4) and concentrated under reduced pressure. The desired product, contaminated with some starting material, was carried forward without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431574B2
Source datasetuspto-grants-2013_04
ORD IDord-443f1789c1c844738b388984a1204dbd
Source noteuspto-grants-2013_04