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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57083Generated: October 26, 2026

1,4-Dioxane → 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid

https://huagongshe.com/reaction/57083

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactantmethyl 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylateHCID 118022666—
SolventWaterHCID 962—
Product3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acidHCID 91754480—

Reaction Steps

In step c of Scheme 2, methyl 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylate (6d) is saponified in the presence of an inorganic base, preferably metal hydroxides or their hydrates such as lithium hydroxide hydrate (LiOH.H2O) in water and a polar solvent such as dioxane at temperatures from about 0° C. to about 30° C. to yield 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid (6e). Alternatively, this process can also be accomplished by hydrolysis by exposing methyl 3-chloro-1-(pyridin-3-yl)-1H-pyrazole-5-carboxylate (6d) to a concentrated acid such as hydrochloric acid in water at temperatures from about 30° C. to about 100° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434712B2
Source datasetuspto-grants-2016_09
ORD IDord-9e3e1582f65b40dbbfed1770deba1f9a
Source noteuspto-grants-2016_09