Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-(Trifluoromethyl)pyridine-4-boronic acid | HCID 45158880 | — |
| Edukt | 5-Bromo-1-[1-(4-cyano-phenyl)-ethyl]-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid methylamide | HCID 86711537 | — |
| Katalysator | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 86711542 | HCID 86711542 | — |
Reaktionsschritte
To a solution of 5-bromo-1-[1-(4-cyano-phenyl)-ethyl]-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid methylamide (preparation 9, 240 mg, 0.641 mmol), 2-(trifluoromethyl)pyridine-4-boronic acid (148 mg, 0.78 mmol), palladium (0) tetrakis(triphenylphosphine) (79 mg, 0.068 mmol) in acetonitrile (4 mL) is added 2 M aqueous K2CO3 solution (0.60 mL, 1.20 mmol). After stirring for 72 h at 75° C., the reaction mixture is diluted with methanol and purified by preparative reversed-phase HPLC (XBridge, gradient of methanol in water, 0.1% NH4OH, 60° C.). Yield: 48 mg (17% of theory); ESI mass spectrum: [M+H]+=441; Retention time HPLC: 0.78 min (Z011_S03).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09102624B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-61f2845d211b476d8dcf2d2acb529b07 |
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| Quellennotiz | uspto-grants-2015_08 |
|---|