HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Benzyl 4-[5-(1-azabicyclo[2.2.2]oct-3-yloxy)pyrazin-2-yl]phenylcarbamate → 4-[5-(1-Azabicyclo[2.2.2]oct-3-yloxy)pyrazin-2-yl]aniline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Benzyl 4-[5-(1-azabicyclo[2.2.2]oct-3-yloxy)pyrazin-2-yl]phenylcarbamate | HCID 69434813 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 4-[5-(1-Azabicyclo[2.2.2]oct-3-yloxy)pyrazin-2-yl]aniline | HCID 11347003 | 86% |
Reaktionsschritte
The product of Example 13A (0.68 g, 1.58 mmol) in ethanol (20 mL) was treated with Pd/C (Aldrich, 10% wt., 70 mg) under H2 at ambient temperature for 4 hours. The mixture was filtered through a short column of diatomaceous earth and the filtrate was concentrated to give the title product as a solid (400 mg, yield, 86%). 1H NMR (MeOH-d4, 300 MHz) δ 1.47-1.62 (m, 1H), 1.64-1.90 (m, 2H), 1.97-2.12 (m, 1H), 2.19-2.27 (m, 1H), 2.73-3.03 (m, 5H), 3.34-3.44 (m, 1H), 5.07-5.14 (m, 1H), 6.78 (dt, J=8.8, 2.7 Hz, 2H), 7.68 (dt, J=8.5, 2.7 Hz, 2H), 8.17 (d, J=1.4 Hz, 1H), 8.45 (d, J=1.4 Hz, 1H) ppm. MS (DCl/NH3) m/z 297 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07309699B2 |
| Quelldatensatz | uspto-grants-2007_12 |
| ORD ID | ord-6345ca757a564552949e57404d20ef0c |
| Quellennotiz | uspto-grants-2007_12 |