HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79180Erstellt: 23. Oktober 2026
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) → 5-(4-(2-(t-Butyldimethylsilyloxy)ethyl)piperidin-1-yl)-2-chloropyridine
https://huagongshe.com/de/reaction/79180
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Edukt | 2-Chloro-5-iodopyridine | HCID 4397176 | — |
| Edukt | 4-Piperidineethanol TBS | HCID 16220759 | — |
| Edukt | Sodium t-butoxide | HCID 23676156 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 5-(4-(2-(t-Butyldimethylsilyloxy)ethyl)piperidin-1-yl)-2-chloropyridine | HCID 58299843 | 40,2% |
Reaktionsschritte
2-chloro-5-iodopyridine (1.00 g, 4.18 mmol), compound 292 (1.02 g, 4.18 mmol), Tris(dibenzylideneacetone)dipalladium (0) (0.191 g, 0.209 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.242 g, 0.418 mmol), and sodium t-butoxide (0.803 g, 8.35 mmol) were dissolved in 20 mL dioxane. The reaction was purged with argon and heated at 80° C. for 16 hours. The solvent was removed in vacuo and silica gel chromatography (gradient elution hexanes/0-10% ethyl acetate) afforded compound 293 as a beige solid (597 mg, 40%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841312B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-894b6f7d240e44efa386e0555428b34d |
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| Quellennotiz | uspto-grants-2014_09 |
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