Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747793Generated: November 1, 2026

Toluene → HCID 68014904, compound

https://huagongshe.com/reaction/1747793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant1-Phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 58072367—
ReactantHCID 89586574HCID 89586574—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 68014904HCID 680149048.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-oxo-2-[3-(trifluoromethyl)phenyl]-2,5-dihydropyridazin-4-yl trifluoromethanesulfonate (0.100 g), 1-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.139 g), sodium carbonate (0.109 g) and tetrakis(triphenylphosphine)palladium(0) (0.0298 g) were suspended in a mixed solvent of toluene (2.06 mL), ethanol (0.52 mL) and water (0.52 mL), and the suspension was stirred at 100° C. for 6 hr under an argon atmosphere. The reaction mixture was cooled to room temperature, diluted with water, extracted with ethyl acetate, washed with aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate, filtered, concentrated, purified by NH silica gel column chromatography (ethyl acetate/hexane) and recrystallized from ethyl acetate/hexane to give the title compound (0.0087 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150588B2
Source datasetuspto-grants-2015_10
ORD IDord-f5599760591c47e498135494c97a990e
Source noteuspto-grants-2015_10