Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(Trifluoromethyl)benzeneboronic acid | HCID 2734387 | — |
| Reactant | (4-Bromo-phenyl)-(3-phenyl-piperazin-1-yl)-methanone | HCID 57849479 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57849547 | HCID 57849547 | — |
Reaction Steps
This compound could be made in the following manner: 100 mg of (4-bromo-phenyl)-(3-phenyl-piperazin-1-yl)-methanone would be combined with 1 equiv. of 2-trifluoromethylphenyl boronic acid, 10 mol % of tetrakis(triphenylphosphine) palladium(0), 2M aqueous sodium carbonate solution, toluene and ethanol. The reaction mixture would be heated in a sealed tube at 120° C. overnight. The reaction mixture would be filtered through Celite and concentrated in vacuo. The residue would be diluted with water and extracted with ethyl acetate. The combined organic phases would be washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material would be purified by flash chromatography to afford (3-phenyl-piperazin-1-yl)-(2′-trifluoromethyl-biphenyl-4-yl)-methanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07595397B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-39b69192ccea44c2ae195d7353738a19 |
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| Source note | uspto-grants-2009_09 |
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