Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Triisopropyl borate | HCID 21531 | — |
| Edukt | 5-bromo-N,N-dimethylpyridin-2-amine | HCID 3803041 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 6-(Dimethylamino)pyridine-3-boronic acid | HCID 2763271 | — |
Reaktionsschritte
A solution of 5-bromo-N,N-dimethylpyridin-2-amine (500 mg, 2.5 mmol) in THF (10 mL) was treated with n-BuLi (1.2 mL, 3 mmol) at −72° C. for 2 hours. Triisopropyl borate (705 mg, 3.75 mmol) was then added dropwise. After the completion of the addition, the mixture was stirred at −72° C. for an additional 1 hour and slowly warmed up and stirred at the ambient temperature overnight. MeOH was carefully added, and the volatiles were removed under reduced pressure to give the title compound. MS (m/z): 167 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434726B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-1d1e0032d13f4159b2fc306ea574db4d |
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| Quellennotiz | uspto-grants-2016_09 |
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