HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Riboflavin → 4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Riboflavin | HCID 493570 | — |
| Edukt | 4-(3-(3,6-dihydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline | HCID 59373951 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Katalysator | Palladium hydroxide | HCID 9942167 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline | HCID 59351170 | 59,7% |
Reaktionsschritte
A solution of 4-(3-(3,6-dihydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline (1.09 g, 4.0 mmol) in ethanol (40 mL) was added palladium hydroxide, 20 wt. % Pd (dry basis) on carbon, wet, Degussa type E101 NEW (0.284 g, 0.405 mmol) and hydrogenated (double-walled balloon pressure) at room temperature for 4 h. The reaction mixture was filtered via a pad of Celite, and the filtrate was concentrated in vacuo and chromatographed via flash column chromatography (20% to 80% EtOAc/Hexanes) to give 4-(3-(tetrahydro-2H-pyran-4-yl)pyrazin-2-yloxy)aniline (0.648 g, 59% yield) as a white solid. [M+1]=272.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08637500B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-00ee64f917f74caa86f80c1ca336e211 |
| Quellennotiz | uspto-grants-2014_01 |