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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1468176Generated: November 1, 2026

Potassium Carbonate → 3-[4-(4-Cyano-phenyl)-pyrazol-1-ylmethyl]-benzoic acid methyl ester

https://huagongshe.com/reaction/1468176

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Cyanophenylboronic acidHCID 2734326—
Reactantmethyl 3-[(4-bromo-1H-pyrazol-1-yl)methyl]benzoateHCID 17024610—
Product3-[4-(4-Cyano-phenyl)-pyrazol-1-ylmethyl]-benzoic acid methyl esterHCID 6750853332%

Reaction Steps

Charge a microwave vial with 3-(4-bromo-pyrazol-1-ylmethyl)-benzoic acid methyl ester (0.60 g, 2.00 mmol), 4-cyanophenylboronic acid (0.35 g, 2.40 mmol), potassium carbonate (0.50 g, 4.80 mmol) and tetrakistriphenylphosphine palladium (0) (0.23 g, 0.2 mmol). Flush the vessel with inert gas and seal. Dissolve the contents of the vial in 10 mL of a 4:1 dioxane-water mixture and microwave at 150° C. for 5 minutes. Dilute the reaction mixture with EtOAc, dry over sodium sulfate, filter and concentrate to give an oil. Purify the residue by flash chromatography using a gradient of 0-50% EtOAc/hexanes to afford 0.20 g, 32% yield of 3-[4-(4-cyano-phenyl)-pyrazol-1-ylmethyl]-benzoic acid methyl ester as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000154B2
Source datasetuspto-grants-2015_04
ORD IDord-47a00b2feb4845f982e521bbacb817ad
Source noteuspto-grants-2015_04