Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | Tetrabutylammonium Fluoride Trihydrate | HCID 11726816 | — |
| Reactant | HCID 68929842 | HCID 68929842 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 68930450 | HCID 68930450 | — |
Reaction Steps
A mixture of tert-butyl 2-((R)-4-((S)-(4-bromophenyl)(phenyl)methyl)-2-methyl-piperazin-1-yl)acetate (459 mg, 0.1 mmol, its preparation follows the general procedures of Reference G), 1-phenylethyne (0.137 ml, 1.249 mmol), tetrabutylammonium fluoride trihydrate (946 mg, 2.997 mmol) and dichlorobis(triphenylphosphine)palladium(ii) (21.0 mg, 0.030 mmol) was heated at 80° C. under N2 atmosphere for 1 h. The residue was subjected to flash chromatography (SiO2, hexane to hexane/EtOAc=100:10 to 100:15 to 100:20) to give tert-butyl 2-((R)-2-methyl-4-((S)-phenyl(4-(2-phenylethynyl)phenyl)methyl)-piperazin-1-yl)acetate (460 mg) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07538114B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-268590124ada4e20b0b14d30ef25815f |
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| Source note | uspto-grants-2009_05 |
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