HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Methylmorpholine → N-methoxy-N-methyl-3'-nitro-3,6-dihydro-2H-1,2'-bipyridine-4-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Methylmorpholine | HCID 7972 | — |
| Edukt | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Edukt | 4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride | HCID 2734059 | — |
| Edukt | HCID 58319495 | HCID 58319495 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | N-methoxy-N-methyl-3'-nitro-3,6-dihydro-2H-1,2'-bipyridine-4-carboxamide | HCID 86627348 | 77% |
Reaktionsschritte
To a solution of Compound 260a (100 mg, 0.40 mmol) in methanol (10 mL) stirred at r.t., was added DMT-MM (4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, 142 mg, 0.52 mmol), N-methylmorpholine (88.4 μL, 0.81 mmol) and N,O-dimethylhydroxylamine hydrochloride (60 mg, 0.615 mmol). The reaction mixture was stirred at r.t. for 3 h. The solvent was evaporated to dryness in vacuo. The residue was diluted with aq. 1N NaOH and dichloromethane. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography (EtOAc—Petroleum Ether 60:40) affording the title product (90 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08518916B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-43a7822292d84ef0abe015b481a05c90 |
| Quellennotiz | uspto-grants-2013_08 |