HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 751208Erstellt: 24. Oktober 2026
Potassium Carbonate → {6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynylamino]-indol-1-yl}-acetic acid ethyl ester
https://huagongshe.com/de/reaction/751208
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Methanesulfonic acid 5-(4-trifluoromethoxy-phenyl)-pent-4-ynyl ester | HCID 11616756 | — |
| Edukt | Ethyl 2-(6-amino-1H-indol-1-yl)acetate | HCID 16731704 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | {6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynylamino]-indol-1-yl}-acetic acid ethyl ester | HCID 68823310 | 15% |
Reaktionsschritte
A suspension of (6-amino-indol-1-yl)-acetic acid ethyl ester (50 mg, 0.23 mmol, WO 2003041714 A1), methanesulfonic acid 5-(4-trifluoromethoxy-phenyl)-pent-4-ynyl ester (148 mg, 0.46 mmol) and potassium carbonate (63 mg, 0.46 mmol) in DMF (1 ml) was stirred for 3 h at ambient temperature and for 14 h at 70° C. The reaction mixture was poured onto ethyl acetate/ice water 1/1, the layers were separated and the aqueous layer was extracted two times with ethyl acetate. The combined extracts were washed with brine, dried over sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by flash chromatography (silica gel, heptane/AcOEt) to give 16 mg (0.03 mmol, 15%) of the title compound as yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07405236B2 |
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| Quelldatensatz | uspto-grants-2008_07 |
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| ORD ID | ord-cae5d914e0fb4d66935730977703649c |
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| Quellennotiz | uspto-grants-2008_07 |
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