Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Reactant | HCID 58072149 | HCID 58072149 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54591441 | HCID 54591441 | — |
Reaction Steps
A mixture of 150 mg (0.313 mmol) of the compound from Example 1A, 63 mg (0.626 mmol) of 4-hydroxypiperidine, 19 mg (0.021 mmol) of tris(dibenzylideneacetone)dipalladium(0), 30 mg (0.063 mmol) of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (X-Phos) and 254 mg (0.782 mmol) of caesium carbonate in 3 ml of anhydrous DMF was stirred at 80° C. under argon for 12 h. After cooling to RT, the reaction mixture was filtered through a little Celite and the filtrate was then separated into its components by means of preparative HPLC (method 11). After concentration of the product fractions and drying under high vacuum, 36 mg (23% of theory) of the title compound were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08470811B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-8567ce8bb0ff4f7d8726591a312a4533 |
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| Source note | uspto-grants-2013_06 |
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