Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Edukt | Morpholino(1H-pyrazol-4-yl)methanone | HCID 20784942 | — |
| Edukt | (2R)-1-[3-(4-iodophenoxy)propyl]-2-methylpyrrolidine | HCID 57675747 | — |
| Katalysator | Copper iodide | HCID 83717 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Enerisant | HCID 42601503 | — |
Reaktionsschritte
A suspension of (2R)-1-[3-(4-iodophenoxy)propyl]-2-methylpyrrolidine obtained in Example 1-(2) (0.30 g), 4-(1H-pyrazol-4-ylcarbonyl)morpholine obtained in Example 6-(1) (0.19 g), (rac-trans-N,N′-dimethylcyclohexane-1,2-diamine (0.049 g), copper iodide (0.017 g) and cesium carbonate (0.57 g) in N,N-dimethylformamide (0.5 mL) was stirred at 120° C. for 1.5 hours. The reaction mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified by NH-type silica gel column chromatography (eluting solvent: n-hexane:ethyl acetate=2:1 to 1:1). The resulting crystal was washed with isopropyl ether to give the titled compound (0.20 g) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07888354B2 |
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| Quelldatensatz | uspto-grants-2011_02 |
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| ORD ID | ord-223ee487499d4ddeb351b86285a75abb |
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| Quellennotiz | uspto-grants-2011_02 |
|---|