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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011961Generated: October 27, 2026

Lithium hydroxide, monohydrate → 5-Methyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid

https://huagongshe.com/reaction/1011961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
Reactant5-Methyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid ethyl esterHCID 67314921—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product5-Methyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acidHCID 6731519077.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-methyl-3-pyridin-4-yl-1-(3-trifluoromethoxy-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester (605 mg, 1.55 mmol) in 5 ml THF, 2.5 ml methanol and 2.5 ml water, was added lithium hydroxide monohydrate (111 mg, 4.63 mmol). The solution was heated at 80° C. for 2 h. The reaction mixture was cooled, diluted with EtOAc and washed twice with 10% KHSO4 and brine. The aqueous phases were extracted with EtOAc and with three portions of CH2Cl2. The combined organic layers were dried over magnesium sulfate, and evaporated. The residue was precipitated from tBuOMe to give a white solid (436 mg, 76%) of the title compound. MS: 364.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977358B2
Source datasetuspto-grants-2011_07
ORD IDord-8695e4155af54e02ab0e743184839b9a
Source noteuspto-grants-2011_07