HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,5-Dihydrofuran → N-(4-(3-(2,3-Dihydrofuran-2-YL)pyridin-2-yloxy)phenyl)benzo[D]thiazol-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,5-Dihydrofuran | HCID 15570 | — |
| Edukt | N-Methyl dicyclohexylamine | HCID 24210 | — |
| Edukt | N-(4-(3-Iodopyridin-2-yloxy)phenyl)benzo[D]thiazol-2-amine | HCID 59327141 | — |
| Katalysator | HCID 178418851 | HCID 178418851 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | N-(4-(3-(2,3-Dihydrofuran-2-YL)pyridin-2-yloxy)phenyl)benzo[D]thiazol-2-amine | HCID 59326959 | — |
Reaktionsschritte
A mixture of N-(4-(3-iodopyridin-2-yloxy)phenyl)benzo[d]thiazol-2-amine (0.403 g, 0.905 mmol), N-methyldicyclohexylamine (0.400 mL, 1.886 mmol, Aldrich), bis(tri-tert-butylphosphine)palladium (0) (0.045 g, 0.088 mmol, Strem) and 2,5-dihydrofuran (0.500 mL, 6.78 mmol, Aldrich) in 5 mL of dioxane was capped under an atmosphere of argon and stirred at rt for 3 h and then heated at 45° C. overnight. The reaction mixture was diluted with MeOH, evaporated onto silica gel and purified by flash chromatography (Isco, (40 gram)) eluting with 2M NH3 in MeOH:CH2Cl2 (0:1→3:97) to give a white amorphous solid. MS (ESI, pos. ion) m/z: 386.0 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08318718B2 |
| Quelldatensatz | uspto-grants-2012_11 |
| ORD ID | ord-0b75d648e2394da9a601f999ad6e9a57 |
| Quellennotiz | uspto-grants-2012_11 |