HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1865114Erstellt: 26. Oktober 2026
Triphenyl Phosphate → 4-cyano-3-(2'-cyano-biphenyl-4-yl)-1-methyl-5-trifluoromethyl-1H-pyrrole-2-carboxylic acid ethyl ester
https://huagongshe.com/reaction/1865114
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Triphenyl Phosphate | HCID 8289 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | 2-Cyanophenylboronic acid | HCID 2734610 | — |
| Edukt | Ethyl 4-cyano-1-methyl-5-(trifluoromethyl)-3-{4-[(trifluoromethyl)sulfonyloxy]phenyl}pyrrole-2-carboxylate | HCID 86611446 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 4-cyano-3-(2'-cyano-biphenyl-4-yl)-1-methyl-5-trifluoromethyl-1H-pyrrole-2-carboxylic acid ethyl ester | HCID 69020303 | — |
Reaktionsschritte
Prepare the title compound in a manner analogous to the procedure described in Scheme IIIa. For example, place ethyl 4-cyano-1-methyl-5-(trifluoromethyl)-3-{4-[(trifluoromethyl)sulfonyloxy]phenyl}pyrrole-2-carboxylate (11.0 mmol, prepared in example E-277), 2-cyano-phenyl boronic acid (1.5 mmol), palladium (II) acetate (0.12 mmol), triphenylphosphate (0.24 mmol), and tribasic potassium phosphate (3.6 mmol) in a round bottom flask and add dioxane. Heat reaction to reflux for 18 hours, remove the heat and wash with water while extracting with ethyl acetate. Dry organics with sodium sulfate, filter, and concentrate in vacuo. Purify the residue via radial chromatography eluting with methylene chloride, ethyl acetate and hexane to provide the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07625932B2 |
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| Quelldatensatz | uspto-grants-2009_12 |
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| ORD ID | ord-ffa9f4a52e6b4dd1b4dda9fa526e2679 |
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| Quellennotiz | uspto-grants-2009_12 |
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