HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2074411Erstellt: 24. Oktober 2026
Toluene → 1-[5-(4-Fluoro phenyl)-2-methyl-thiazol-4-yl]-1-{(S)-2-[(5-trifluoromethyl-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-methanone
https://huagongshe.com/de/reaction/2074411
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Diethylether water | HCID 21584184 | — |
| Edukt | Potassium trifluoroacetate | HCID 23662811 | — |
| Edukt | 1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)methyl]-pyrrolidin-1-yl}-1-[5-(4-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanone | HCID 67089741 | — |
| Katalysator | Copper iodide | HCID 83717 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1-[5-(4-Fluoro phenyl)-2-methyl-thiazol-4-yl]-1-{(S)-2-[(5-trifluoromethyl-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-methanone | HCID 67090320 | 0,3% |
Reaktionsschritte
To the compound from Example 194 (0.36 g) in dimethylformamide (5 ml) was added potassium trifluoroacetate (0.23 g), copper iodide (0.3 g) and toluene (5 ml) and the resulting mixture heated at reflux under Dean-Stark conditions for 3 h, before refluxing for a further 20 h. The reaction mixture was cooled, poured into water/ether and filtered through kieselguhr. The aqueous layer from the filtrate was extracted with ether, and the combined ether extracts washed with water, dried and evaporated. The aqueous was re-extracted with dichloromethane and the extract evaporated. The combined extracts were chromatographed on silica gel, eluting with methanol-dichloromethane mixtures, to afford the title product (0.001 g). Mass Spectrum (Electrospray LC/MS): Found 466 (MH+). C21H19F4N5OS requires 465.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07919507B2 |
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| Quelldatensatz | uspto-grants-2011_04 |
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| ORD ID | ord-6b1883a0edd0425f9d7085d49b94a564 |
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| Quellennotiz | uspto-grants-2011_04 |
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