HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33517Erstellt: 23. Oktober 2026
Cesium carbonate → 6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl ester
https://huagongshe.com/de/reaction/33517
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 4-(Trifluoromethoxy)phenylboronic acid | HCID 2734386 | — |
| Edukt | Methyl 6-bromopyridine-2-carboxylate | HCID 16217886 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl ester | HCID 69106081 | 44,7% |
Reaktionsschritte
162 mg (0.14 mmol)Pd(PPh3)4 was added under argon at room temperature to a solution of 2.0 g (9.25 mmol) methyl-6-bromo-pyridine-2-carboxylate in 46 ml N,N-dimethylformamide and the mixture was heated to 80° C. Then 4.52 g (13.9 mmol) cesium carbonate and 2.1 g (10.18 mmol) of 4-(trifluoromethoxy)phenylboronic acid were added and the mixture was stirred at 80° C. over night. The reaction mixture was cooled to room temperature, filtered, and the filtrate evaporated. The residue was taken up with ethyl acetate, washed twice with water, dried over sodium sulphate and evaporated. Chromatography on silica (eluent: ethyl acetate/n-heptane 1:3) gave 1.23 g (39%) of 6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl ester
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07429605B2 |
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| Quelldatensatz | uspto-grants-2008_09 |
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| ORD ID | ord-3228abf9434f47c796b1731712ce4c8b |
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| Quellennotiz | uspto-grants-2008_09 |
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