Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Trifluoroacetylpiperazine | HCID 7172020 | — |
| Reactant | (S)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamate | HCID 56973617 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 131728128 | HCID 131728128 | 54.6% |
Reaction Steps
The mixture of 100 mg of the t-butyl[(1S)-1-(4-bromophenyl)ethyl]carbamate [106-1], 73 mg of 2,2,2-trifluoro-1-piperazin-1-yl-ethanone (synthesized according to a method disclosed in page 7357-7360 in Tetrahedron Lett. 1995, 41), 3.7 mg of palladium acetate, 10.7 mg of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl, 217 mg of cesium carbonate, and 3 mL of toluene, was stirred overnight at 100° C. After cooling the reaction mixture back to room temperature, the insolubles were filtered through celite, the filtrate was concentrated under reduced pressure, and the thus obtained residue was purified by preparative thin-layer chromatography, to obtain 73 mg of t-butyl((1S)-1-{4-[4-(trifluoroacetyl)piperazin-1-yl]phenyl}ethyl)carbamate [110-1] as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07718801B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-019a9522a4e5434fb24d949b91108682 |
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| Source note | uspto-grants-2010_05 |
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