Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Chloropyrazine | HCID 73277 | — |
| Edukt | 3-Isopropylbenzeneboronic acid | HCID 2773478 | — |
| Katalysator | Bis(1,2-bis(diphenylphosphino)ethane)palladium(0) | HCID 2724231 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-(3-Isopropyl-phenyl)-pyrazine | HCID 22037120 | — |
Reaktionsschritte
To a solution of commercial 3-isopropyl-benzene boronic acid (1.0 g) in a 2:2:1 mixture of toluene/1M Na2CO3/EtOH (122 mL), at r.t.,2-chloropyrazine (599 μL) and the bis[1,2-bis(diphenylphosphino)ethane]-palladium(0) catalyst (110 mg) were added. The reaction mixture was heated at 80° C. for 3 hr. It was then cooled down and partitioned between AcOEt/sat.aq. NaCl. The phases were separated and the organic layer was dried. The solids were filtered and the solvent evaporated. The crude oil was purified by flash chromatography (CH/AcOEt 7:3) obtaining the title compound as a clear oil (468 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06642240B2 |
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| Quelldatensatz | uspto-grants-2003_11 |
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| ORD ID | ord-1fbfde9f18314fde9fa2c910acba204a |
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| Quellennotiz | uspto-grants-2003_11 |
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