HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44910Erstellt: 23. Oktober 2026
Tetraethylammonium → (2e)-3-[3-Methyl-1-(1h-pyrrolo[2,3-b]pyridin-4-yl)-1h-pyrazol-4-yl]acrylonitrile
https://huagongshe.com/de/reaction/44910
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tetraethylammonium | HCID 5413 | — |
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Acrylonitrile | HCID 7855 | — |
| Edukt | 4-(4-bromo-3-methyl-1H-pyrazol-1-yl)-1H-pyrrolo[2,3-b]pyridine | HCID 17754465 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | (2e)-3-[3-Methyl-1-(1h-pyrrolo[2,3-b]pyridin-4-yl)-1h-pyrazol-4-yl]acrylonitrile | HCID 17754407 | 191,3% |
Reaktionsschritte
A solution of 2-propenenitrile (0.043 mL, 0.00065 mol), bis(triphenylphosphine)palladium(II) chloride (0.0091 g, 0.000013 mol), 4-(4-bromo-3-methyl-1H-pyrazol-1-yl)-1H-pyrrolo[2,3-b]pyridine (0.036 g, 0.00013 mol), and tetraethylamine (TEA) (0.15 mL, 0.0011 mol) in DMF (0.15 mL, 0.0019 mol) was microwaved at 120° C. for 2 h. The solution was then diluted with ethyl acetate and washed with water (×2) and brine successively. The organic phase was dried and concentrated in vacuo to give 62 mg of the product as an orange solid. The orange solid was purified by prep-LCMS to give 12 mg of an off-white solid as a trifluoroacetic acid (TFA) salt which was triturated with MTBE (1 mL) to provide the purified product as a pale green solid. (dried at 60° C. for 4 h, 9 mg, 28% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08541425B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-5f54af99feb14d7a9966a513040718d4 |
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| Quellennotiz | uspto-grants-2013_09 |
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