HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Vinylpyridine → (R)-(+)-5'-(2-(2-Pyridyl)ethenyl)spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine]
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Vinylpyridine | HCID 7521 | — |
| Edukt | (2R)-5'-bromo-3'H-spiro[4-azabicyclo[2.2.2]octane-2,2'-furo[2,3-b]pyridine] | HCID 54506690 | — |
| Produkt | (R)-(+)-5'-(2-(2-Pyridyl)ethenyl)spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine] | HCID 53884827 | 24% |
Reaktionsschritte
(R)-(−)-5′-Bromospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] (150 mg, 0.5 mmol) was treated with 2-vinylpyridine (0.070 mL, 0.65 mmol) in the same way as described in example 16. Purification by flash chromatography through silica gel (eluting with ammoniated ether/methanol, 95:5 to 9:1), followed by recrystallization from acetonitrile produced the title compound (37 mg, 0.12 mmol, 23%): electrospray MS (m/z, relative intensity) 320 ([MH]+, 100).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06706878B2 |
| Quelldatensatz | uspto-grants-2004_03 |
| ORD ID | ord-68f6834e067140579ab8154e3bac894c |
| Quellennotiz | uspto-grants-2004_03 |