Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 1-Piperidinecarboxylic acid, ethyl ester | HCID 21399 | — |
| Edukt | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Edukt | 2-Fluoro-4-iodo-5-methylpyridine | HCID 10060052 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | HCID 69426972 | HCID 69426972 | 572,6% |
Reaktionsschritte
Palladium acetate (0.04 mmol, 10 mg) was stirred with 1,3-bis(diphenylphosphino)propane (18 mg, 0.04 mmol) in DMF (0.5 mL) for 10 minutes. A mixture of 2-fluoro-4-iodo-5-methyl pyridine (0.42 mmol, 100 mg), ethyl-1-piperidinecarboxylate (0.5 mmol, 0.08 mL) and cesium carbonate (275 mg, 2 equiv) in DMF (1.5 mL) was then added, stirred vigorously, and heated in the microwave to 160° C. for 10 minutes. The resulting black mixture was poured onto a silica gel column and purified by flash chromatography (ethyl acetate/hexanes gradient) to afford 61 mg of the title compound as a yellow oil (54%). Rt=6.70 minutes; MS FIA 267.1 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07244735B2 |
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| Quelldatensatz | uspto-grants-2007_07 |
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| ORD ID | ord-119d1622fb164ab5bd1593ce872b45b0 |
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| Quellennotiz | uspto-grants-2007_07 |
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