HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dimethoxyethane → 8-Ethenyl-2-methoxy-1,5-naphthyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dimethoxyethane | HCID 8071 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 6-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonate | HCID 11255265 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 8-Ethenyl-2-methoxy-1,5-naphthyridine | HCID 57599573 | 81% |
Reaktionsschritte
To a solution of 6-(methyloxy)-1,5-naphthyridin-4-yl trifluoromethanesulfonate (from Prep. 2b) (5.0 g, 16.23 mmol) in DME (80 mL) and H2O (40 mL) was added trivinyl boronate (1.96 g, 8.1 mmol), K2CO3 (2.23 g, 16.23 mmol) and Pd(PPh3)4 (0.19 g, 0.16 mmol). After 3 h at 90° C. under N2, the reaction solution was concentrated under vacuum and purified on silica (hexane/EtOAc, 4:1) to give the title compound as a yellow oil (2.44 g, 81%): LC/MS (m/z) (ES) 187 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07759340B2 |
| Quelldatensatz | uspto-grants-2010_07 |
| ORD ID | ord-4dc59aec98ca4d6e96df73ff9cc3d64b |
| Quellennotiz | uspto-grants-2010_07 |