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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748548Generated: October 31, 2026

Water → 1-(5-Chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid

https://huagongshe.com/reaction/1748548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 1-(5-chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylateHCID 46739259—
SolventTetrahydrofuranHCID 8028—
Product1-(5-Chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acidHCID 8669249678.8%

Reaction Steps

To a solution of 1-(5-chloro-3-fluoropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (1 g) in tetrahydrofuran (5 ml) were added 4 N aqueous solution of sodium hydroxide (5 ml) and water (5 ml), and stirred at room temperature overnight. After completion of the reaction, the organic solvent was evaporated in vacuo, then water and diethyl ether were added thereto, and the aqueous layer was separated. To the aqueous layer was added concentrated hydrochloric acid under ice-cooling to adjust the layer to pH 5, the precipitated solid was collected by filtration, and dried at 60° C. under air blow to give the titled compound (710 mg) as a white solid. MS (ESI) m/z: 256 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-0e9563b88a6d4873b23b054302dcc170
Source noteuspto-grants-2015_10