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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktMethanesulfonic acid 5-(4-trifluoromethoxy-phenyl)-pent-4-ynyl esterHCID 11616756—
EduktEthyl 2-(6-amino-1H-indol-1-yl)acetateHCID 16731704—
LösungsmittelDimethylformamideHCID 6228—
Produkt{6-[5-(4-Trifluoromethoxy-phenyl)-pent-4-ynylamino]-indol-1-yl}-acetic acid ethyl esterHCID 6882331015%

Reaktionsbedingungen

Temperatur70 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07405236B2
Quelldatensatzuspto-grants-2008_07
ORD IDord-cae5d914e0fb4d66935730977703649c
Quellennotizuspto-grants-2008_07