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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 556937Erstellt: 25. Oktober 2026

Ethanol → 4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-ethoxycarbonyl-[1]benzoxepino[2,3-b]pyridin-5-ylidene) propyl]piperidine-4-ol

https://huagongshe.com/reaction/556937

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktDimethylformamideHCID 6228—
EduktTriethylamineHCID 8471—
Edukt1,3-Bis(diphenylphosphino)propaneHCID 81219—
Edukt4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-trifluoromethanesulfonyloxy[1]benzoxepino[2,3-b]pyridin-5-ylidene)propyl]piperidin-4-olHCID 73455970—
Katalysatorpalladium(II) acetateHCID 167845—
Produkt4-(4-Chlorophenyl)-1-[3-(5,11-dihydro-7-ethoxycarbonyl-[1]benzoxepino[2,3-b]pyridin-5-ylidene) propyl]piperidine-4-olHCID 6675868373%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

The compound of Example 169 (0.166 g) was dissolved in DMF (1 mL) and treated with palladium (II) acetate (0.007 g), 1,3-bis-diphenylphosphinopropane (0.012 g), triethylamine (0.1 mL) and ethanol (1 mL), and stirred at 60° C. for 18 hours under a CO balloon. The resulting solution was quenched with water, extracted with ethyl acetate, concentrated in vacuo, and purified by silica gel chromatography (87:10:3 ethyl acetate:methanol:triethylamine). The residue was further purified by chromatography on a reverse-phase solid-phase-extraction column, eluting with water-acetonitrile, 0.1% formic acid, to yield 0.114 g (73%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08058287B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-4b8e4a41e57c4c22b37ef4cba85338e2
Quellennotizuspto-grants-2011_11