HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,6-Dibromopyridine → 1-(6-Bromopyridin-2-yl)pyrrolidin-3-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,6-Dibromopyridine | HCID 12274 | — |
| Edukt | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Edukt | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(6-Bromopyridin-2-yl)pyrrolidin-3-ol | HCID 21942298 | 100,9% |
Reaktionsbedingungen
| Temperatur | 70 °C |
|---|
Reaktionsschritte
A mixture of 5.7 g of 2,6-dibromopyridine, 2.5 g of 3-hydroxypyrrolidine, 3.6 ml of 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) and 20 ml of tetrahydrofuran was heated under stirring under nitrogen atmosphere in an oil bath at 70° C. for 11 hours. The reaction mixture was separated with ethyl acetate-water. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silicagel column chromatography with 10–30% ethyl acetate/hexane, to give 5.9 g of 2-bromo-6-(3-hydroxypyrrolidin-1-yl)pyridine.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07112593B2 |
| Quelldatensatz | uspto-grants-2006_09 |
| ORD ID | ord-5972ed998fd5418cb95cef454b659941 |
| Quellennotiz | uspto-grants-2006_09 |