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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409213Generated: October 31, 2026

Methanol → 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acid

https://huagongshe.com/reaction/2409213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl esterHCID 57475883—
SolventTetrahydrofuranHCID 8028—
Product4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carboxylic acidHCID 5747585693.3%

Reaction Steps

A solution of 4-chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester (540 mg, 2.6 mmole) in THF (18 ml) was treated at 22° C. with a solution of lithium hydroxide (135 mg, 5.6 mmole) in a 1:1-mixture of water and methanol (12 ml). After 1 hour the reaction was complete, and the solvents were evaporated at reduced pressure. The residue was partitioned between 2 M aqueous HCl and AcOEt, the organic layer was dried, evaporated, the residue was triturated with pentane and the solid was dried to give the title compound (477 mg) as a white solid. MS: m/z=195.0 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815881B2
Source datasetuspto-grants-2014_08
ORD IDord-709a615bc9a445bf991e3f9b0180246f
Source noteuspto-grants-2014_08