HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Bicarbonate → 6-[5-(Methylsulfonyl)-3-pyridinyl]-4-(4-pyridinyl)quinoline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 5-(Methylsulphonyl)pyridine-3-boronic acid | HCID 44119381 | — |
| Edukt | 6-Bromo-4-(4-pyridinyl)quinoline | HCID 66782212 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 6-[5-(Methylsulfonyl)-3-pyridinyl]-4-(4-pyridinyl)quinoline | HCID 59859974 | — |
Reaktionsschritte
A mixture of (6-bromo-4-(4-pyridinyl)quinoline (250 mg, 0.88 mmol), 5-methylsulfonyl pyridine-3-boronic acid (201 mg, 1.0 mmol), tetrakistriphenylphosphine palladium(0) (104 mg, 0.09 mmol), and sat. aqueous NaHCO3 (1.75 mL), in dioxane (5 mL) was heated at 110° C. for 1 h then cooled to room temperature. The rxn was filtered through Celite and Na2SO4 onto silica and the crude product was purified by column chromatography (5% EtOAc/Hex-10% Ethanol/EtOAc; 30 min gradient). Evaporation and precipitation from MeOH/water (2/98) provided the title compound as a yellow solid. (160 mg, 50%). ESMS [M+H]+=362.1
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08404837B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-ffca8d442747497c86e9a09a070a8e2e |
| Quellennotiz | uspto-grants-2013_03 |