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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922103Generated: October 31, 2026

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

https://huagongshe.com/reaction/1922103

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 5.0 M 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 numberUS08173812B2
Source datasetuspto-grants-2012_05
ORD IDord-1dbe8848ec6c4d1583ab911473400d77
Source noteuspto-grants-2012_05