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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183175Generated: October 31, 2026

Lithium Hydroxide → HCID 67361802, compound

https://huagongshe.com/reaction/1183175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantCesium carbonateHCID 10796—
Reactant2-(Bromomethyl)benzonitrileHCID 89599—
ReactantHCID 71257690HCID 71257690—
ReactantHCID 178498589HCID 178498589—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67361802HCID 6736180286.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

1-(2-Fluoro-phenyl)-5-hydroxy-1H-pyrazole-3-carboxylic acid methyl ester (200 mg, 0.847 mmol) were dissolved in 5 ml of DMF and cesium carbonate (552 mg, 1.7 mmol) and 2-bromomethyl-benzonitrile (166 mg, 0.85 mmol) were added. The mixture was stirred for 5 h at 60° C., filtrated and the solvent was removed in vacuo. The obtained residue of crude 5-(2-cyano-benzyloxy)-1-(2-fluoro-phenyl)-1H-pyrazole-3-carboxylic acid methyl ester (235 mg, 79%) was dissolved in a mixture of THF, MOH and water (3 ml each), lithium hydroxide (64.1 mg, 2.7 mmol) was added, and the mixture was stirred overnight at room temperature. After evaporation of the solvent the residue was subjected to column chromatography (silica gel, DCM/MOH 9:1) to give 195 mg (86%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664257B2
Source datasetuspto-grants-2014_03
ORD IDord-0cd5b384b5864f668dd840a368fa0883
Source noteuspto-grants-2014_03