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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944315Generated: November 3, 2026

Acetic Acid → [8-Chloro-2-difluoromethoxy-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]acetic acid

https://huagongshe.com/reaction/1944315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant[8-Chloro-2-difluoromethoxy-4-methyl-3-(4-pyrazol-1-ylbenzyl) quinolin-5-yloxy]acetic acid methyl esterHCID 67457920—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product[8-Chloro-2-difluoromethoxy-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]acetic acidHCID 250960799.8%

Reaction Steps

A solution of [8-chloro-2-difluoromethoxy-4-methyl-3-(4-pyrazol-1-ylbenzyl)quinolin-5-yloxy]acetic acid methyl ester (0.38 g) in methanol (7.0 mL) and water (0.7 mL) was treated with 5.0M aqueous sodium hydroxide solution (0.32 mL), and the resulting mixture was stirred at room temperature for 3 hours. The mixture was acidified by the addition of glacial acetic acid, diluted with water and extracted with ethyl acetate. The combined extracts were dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by trituration with methanol, followed by column chromatography on silica gel to afford title compound as a white solid (0.036 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394830B2
Source datasetuspto-grants-2013_03
ORD IDord-331342027b434deba47e3e5f5be06b9a
Source noteuspto-grants-2013_03