HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 917085Erstellt: 25. Oktober 2026
Ethanol → 4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-ethoxycarbonyl-[1]benzoxepino[2,3-b]pyridin-5-ylidene) propyl]piperidine-4-ol
https://huagongshe.com/reaction/917085
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Edukt | 4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-trifluoromethanesulfonyloxy[1]benzoxepino[2,3-b]pyridin-5-ylidene)propyl]piperidin-4-ol | HCID 73455970 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Produkt | 4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-ethoxycarbonyl-[1]benzoxepino[2,3-b]pyridin-5-ylidene) propyl]piperidine-4-ol | HCID 66758683 | 73% |
Reaktionsschritte
The compound of Example 169 (0.166 g) was dissolved in DMF (1 mL) and treated with palladium (II) acetate (0.007 g), 1,3-bis-diphenylphosphinopropane (0.012 g), triethylamine (0.1 mL) and ethanol (1 mL), and stirred at 60° C. for 18 hours under a CO balloon. The resulting solution was quenched with water, extracted with ethyl acetate, concentrated in vacuo, and purified by silica gel chromatography (87:10:3 ethyl acetate:methanol:triethylamine). The residue was further purified by chromatography on a reverse-phase solid-phase-extraction column, eluting with water-acetonitrile, 0.1% formic acid, to yield 0.114 g (73%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07271176B2 |
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| Quelldatensatz | uspto-grants-2007_09 |
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| ORD ID | ord-cc5d869878674324985f598b31869f01 |
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| Quellennotiz | uspto-grants-2007_09 |
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