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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516598Generated: October 26, 2026

Methanol → 4-Amino-6-(4-bromo-2,5-difluorophenyl)-3-chloro-5-fluoropicolinic acid

https://huagongshe.com/reaction/516598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 4-amino-6-(4-bromo-2,5-difluorophenyl)-3-chloro-5-fluoropicolinateHCID 90410302—
SolventAcetoneHCID 180—
Product4-Amino-6-(4-bromo-2,5-difluorophenyl)-3-chloro-5-fluoropicolinic acidHCID 9040849382%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of methyl 4-amino-6-(4-bromo-2,5-difluorophenyl)-3-chloro-5-fluoropicolinate (0.160 g, 0.404 mmol) in a 1:1 mixture of MeOH (0.674 mL) and acetone (0.674 mL) was added a 2 N aqueous solution of sodium hydroxide (0.607 mL, 1.213 mmol). The reaction mixture was stirred at 20° C. overnight. The reaction mixture was concentrated, poured into a 2 N aqueous solution of HCl, and extracted with EtOAc (3×). The combined organic layers were dried over Na2SO4, filtered, concentrated and dried in vacuo to afford the title compound as a light brown solid (126 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09113629B2
Source datasetuspto-grants-2015_08
ORD IDord-542ab14f28aa40769cb70943d826e0b9
Source noteuspto-grants-2015_08