HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20323Erstellt: 23. Oktober 2026
Potassium Carbonate → 1h-Pyrazole-3-carboxamide,4-[3-(hydroxymethyl)phenyl]-1-[(4-methoxyphenyl)methyl]-n-phenyl-
https://huagongshe.com/de/reaction/20323
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | [3-(Hydroxymethyl)phenyl]boronic acid | HCID 2734662 | — |
| Edukt | 1h-Pyrazole-3-carboxamide,4-iodo-1-[(4-methoxyphenyl)methyl]-n-phenyl- | HCID 66857314 | — |
| Katalysator | HCID 178418851 | HCID 178418851 | — |
| Lösungsmittel | Ethanol toluene water | HCID 86587398 | — |
| Produkt | 1h-Pyrazole-3-carboxamide,4-[3-(hydroxymethyl)phenyl]-1-[(4-methoxyphenyl)methyl]-n-phenyl- | HCID 66855422 | 131,9% |
Reaktionsschritte
A mixture of 4-iodo-1-(4-methoxy-benzyl)-1H-pyrazole-3-carboxylic acid phenylamide (50 mg; 0.11 mmol), bis(tri-tert-butylphosphine)palladium (12 mg), potassium carbonate (100 mg; 0.66 mmol) and 3-(hydroxymethyl)benzene boronic acid (21 mg; 0.14 mmol) in ethanol/toluene/water (4 ml:1 ml:1 ml) was heated at 120° C. (50 W) for 15 minutes in a CEM Discover microwave synthesiser. The reaction was evaporated and the residue partitioned between ethyl acetate and brine. The ethyl acetate layer was separated, dried (MgSO4), filtered and evaporated and the crude material purified by flash column chromatography eluting with 1:2 then 2:1 ethyl acetate/hexane. Product containing fractions were combined and evaporated to give 60 mg of 4-(3-hydroxymethyl-phenyl)-1-(4-methoxy-benzyl)-1H-pyrazole-3-carboxylic acid phenylamide.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07745638B2 |
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| Quelldatensatz | uspto-grants-2010_06 |
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| ORD ID | ord-40de71f74413494b89cc56d776bab3ea |
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| Quellennotiz | uspto-grants-2010_06 |
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