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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 737146Generated: October 27, 2026

Toluene → 3-Isopropyl-1-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperazine

https://huagongshe.com/reaction/737146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant2-(Trifluoromethyl)benzeneboronic acidHCID 2734387—
Reactant1-(4-Bromo-benzyl)-3-isopropyl-piperazineHCID 57849456—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
Product3-Isopropyl-1-(2'-trifluoromethyl-biphenyl-4-ylmethyl)-piperazineHCID 57849649—

Reaction Conditions

Temperature120 °C

Reaction Steps

100 mg of 1-(4-bromo-benzyl)-3-isopropyl-piperazine could be combined with 1 equiv. of 2-trifluoromethylphenyl boronic acid, 10 mol % of tetrakis(triphenylphosphine)palladium(0), 2M sodium carbonate solution, toluene and ethanol. The reaction mixture could be heated in a sealed tube at 120° C. overnight. The reaction mixture could be filtered through Celite and concentrated in vacuo. The residue could be diluted with water and extracted with ethyl acetate. The combined organic phases could be washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material could be purified by flash chromatography to afford 3-isopropyl-1-(2′-trifluoromethyl-biphenyl-4-ylmethyl)-piperazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595397B2
Source datasetuspto-grants-2009_09
ORD IDord-2ec8733508894c1092e57acf5f7a119e
Source noteuspto-grants-2009_09