HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40902Erstellt: 24. Oktober 2026
Thiazole → 4-(1,3-thiazol-5-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine
https://huagongshe.com/de/reaction/40902
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Thiazole | HCID 9256 | — |
| Edukt | Potassium Acetate | HCID 517044 | — |
| Edukt | 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo(2,3-d)pyrimidine | HCID 46736797 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Produkt | 4-(1,3-thiazol-5-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine | HCID 57477620 | 64% |
Reaktionsschritte
4-Chloro-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidine (3.00 g, 0.0106 mol), and 1,3-thiazole (7.50 mL, 0.106 mol) were dissolved in N,N-dimethylacetamide (40.0 mL). The solution was distributed in equal portions into four 20 mL microwavable vessels. Into each reaction vessel was then added potassium acetate (0.777 g, 7.93 mmol) followed by tetrakis(triphenylphosphine)palladium(0) (0.60 g, 2.1 mmol). Each reaction vessel was heated at 200° C. in the microwave reactor for 30 minutes. The reactions were combined and most of the solvent was removed in vacuo. The residue was diluted with DCM, filtered and concentrated. Purification by flash column chromatography (ethyl acetate/hexanes) afforded the desired product (2.25 g, 64%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08530485B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-75900f19a08f4db08d9c46d68862de46 |
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| Quellennotiz | uspto-grants-2013_09 |
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