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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40517Erstellt: 25. Oktober 2026

Water → (S)-N-(1-{4-[3-(4-Ethoxy-2-fluoro-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamide

https://huagongshe.com/reaction/40517

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
EduktN-((1S)-1-(4-Bromophenyl)ethyl)acetamideHCID 793484—
Edukt3-(4-Ethoxy-2-fluoro-phenoxy)-azetidineHCID 86689018—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelMethanolHCID 887—
LösungsmittelTolueneHCID 1140—
Lösungsmitteltert-ButanolHCID 6386—
Produkt(S)-N-(1-{4-[3-(4-Ethoxy-2-fluoro-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-acetamideHCID 86689017—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

Under an argon atmosphere a mixture of 0.078 g (0.32 mmol) (S)—N-[1-(4-bromo-phenyl)-ethyl]-acetamide (I.1), 0.080 g (0.32 mmol) 3-(4-ethoxy-2-fluoro-phenoxy)-azetidine (see US20090286812), 0.26 g (0.081 mmol) Cs2CO3, 0.0036 g (0.016 mmol) palladium(II) acetate, 0.0077 g (0.016 mmol) 2-dicyclohexylphosphine-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (X-Phos) in 1.5 mL toluene and 0.5 mL tert-butanol is stirred for 12 h at 120° C. Few water and methanol is added, the mixture is filtered and concentrated in vacuo. The residue is purified by HPLC (GeminiCl8, acetone/water (+0.3% NH4OH)) to yield the desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08530461B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-5cef217bbe984c4b953d2a359dfb1fa3
Quellennotizuspto-grants-2013_09