HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetramethyltin → 4-Acetylamino-6-(4-chloro-2-fluoro-3-methoxyphenyl)-3-methylpyridine-2-carboxylic acid methyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetramethyltin | HCID 11661 | — |
| Edukt | Methyl 4-(acetylamino)-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate | HCID 67210962 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-Acetylamino-6-(4-chloro-2-fluoro-3-methoxyphenyl)-3-methylpyridine-2-carboxylic acid methyl ester | HCID 59432127 | 88,6% |
Reaktionsbedingungen
| Temperatur | 110 °C |
|---|
Reaktionsschritte
4-Acetylamino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-pyridine-2-carboxylic acid methyl ester (500 mg, 1.29 mmol), tetramethyltin (924 mg, 5.17 mmol), bis(triphenylphosphine)palladium(II) dichloride (91 mg, 0.129 mmol), and tetrabutylammonium triphenyldifluorosilicate (1.395 g, 2.58 mmol) were combined in 2 mL of acetonitrile and heated in a CEM microwave reactor at 110° C. for 15 min. The resulting reaction mixture was filtered and concentrated. This intermediate product was purified by flash chromatography on silica gel (ethyl acetate/hexane gradient) to yield the title compound (419 mg, 88% yield). mp 182-184° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08658791B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-6dbffbc9a2b046a88853e735a257edb0 |
| Quellennotiz | uspto-grants-2014_02 |