HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Acetic Acid → [2-(6-Methoxy-[1,5]naphthyridin-4-yl)-ethyl]-methyl-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Methylamine hydrochloride | HCID 6364545 | — |
| Edukt | 8-Ethenyl-2-methoxy-1,5-naphthyridine | HCID 57599573 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | [2-(6-Methoxy-[1,5]naphthyridin-4-yl)-ethyl]-methyl-amine | HCID 66737803 | 19% |
Reaktionsschritte
A solution of 2-methoxy-8-vinyl-[1,5]naphthyridine (prepared as in WO 02/08224; 0.28 g, 1.5 mmol) in MeOH (6 mL) was treated with methyl amine hydrochloride (0.1 g, 1 eq.) and heated in a sealed flask at reflux for 5 h. AcOH (0.9 mL) was added and the mixture heated at reflux overnight. The mixture was concentrated in vacuo, taken up in aq. ammonia and extracted with DCM/MeOH (9:1). The combined org. extracts were dried over MgSO4 and concentrated. The residue was purified by FC (DCM/MeOH 9:1+1% NH4OH) to give the title amine as a brown oil (0.06 g, 19% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08114867B2 |
| Quelldatensatz | uspto-grants-2012_02 |
| ORD ID | ord-4cf662d8b700426b9368161314950e1e |
| Quellennotiz | uspto-grants-2012_02 |