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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktDiethylether waterHCID 21584184—
EduktPotassium trifluoroacetateHCID 23662811—
Edukt1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)methyl]-pyrrolidin-1-yl}-1-[5-(4-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanoneHCID 67089741—
KatalysatorCopper iodideHCID 83717—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-[5-(4-Fluoro phenyl)-2-methyl-thiazol-4-yl]-1-{(S)-2-[(5-trifluoromethyl-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-methanoneHCID 670903200,3%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07919507B2
Quelldatensatzuspto-grants-2011_04
ORD IDord-6b1883a0edd0425f9d7085d49b94a564
Quellennotizuspto-grants-2011_04