HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58257Erstellt: 24. Oktober 2026
2-(Tributylstannyl)-1,3-thiazole → 7-(1-azidoethyl)-3-methyl-6-(1,3-thiazol-2-yl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
https://huagongshe.com/de/reaction/58257
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 2-(Tributylstannyl)-1,3-thiazole | HCID 2763259 | — |
| Edukt | 7-(1-azidoethyl)-6-bromo-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one | HCID 58111438 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 7-(1-azidoethyl)-3-methyl-6-(1,3-thiazol-2-yl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one | HCID 86650068 | 72% |
Reaktionsschritte
To a mixture of 7-(1-azidoethyl)-6-bromo-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.10 g, 0.32 mmol), and 2-(tributylstannyl)-1,3-thiazole (143 mg, 0.382 mmol) in 1,4-dioxane (3 mL) was added tetrakis(triphenylphosphine)palladium(0) (18 mg, 0.016 mmol). The reaction mixture was heated at 120° C. overnight. After cooling to room temperature, the mixture concentrated under reduced pressure. The crude mixture was purified on silica gel, eluting with 0 to 60% ethyl acetate in hexane, to give the desired product (73 mg, 72%). LCMS calculated for C12H11N6OS2(M+H)+: m/z=319.0. Found: 319.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434746B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-ed872fbc8e5b49ad9c15c35d165da98c |
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| Quellennotiz | uspto-grants-2016_09 |
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