Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodopyrazine | HCID 642841 | — |
| Reactant | HCID 57815383 | HCID 57815383 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57815307 | HCID 57815307 | — |
Reaction Steps
To a solution of 0.20 g of tert-butyl (2-propyn-1-yl)(1-(trifluoroacetyl)piperidin-4-yl)carbamate in 6.0 mL of triethylamine, 59 μL of iodopyrazine, 0.57 mg of copper (I) iodide, and 4.2 mg of dichlorobis(triphenylphosphine)palladium(II) were added under a nitrogen atmosphere, and the mixture was stirred at 60 to 70° C. for 4 hours 30 minutes. The insoluble substance was filtered off, and the solvent was distilled off under reduced pressure. The resultant residue was purified by flash silica gel column chromatography using gradient elution with hexane:ethyl acetate=60:40 to 50:50 to obtain 0.17 g of tert-butyl (3-(pyrazin-2-yl)-2-propyn-1-yl)(1-(trifluoroacetyl)piperidin-4-yl)carbamate as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367831B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-cacd2ab473c54e86911c53c19d366b03 |
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| Source note | uspto-grants-2013_02 |
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