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HRID 2146Erstellt: 23. Oktober 2026

Triethylamine → 2-(3,4-Dimethoxybenzenesulphonyl)-4-(2-pyrid-2-ylethynyl)isoindoline

https://huagongshe.com/de/reaction/2146

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktEthynylpyridineHCID 137268—
Edukt2-(3,4-Dimethoxybenzenesulphonyl)-4-bromoisoindolineHCID 19689661—
KatalysatorPalladiumHCID 23938—
KatalysatorDichlorobis(triphenylphosphine)palladiumHCID 6102075—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(3,4-Dimethoxybenzenesulphonyl)-4-(2-pyrid-2-ylethynyl)isoindolineHCID 1968964012,5%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

2-(3,4-Dimethoxybenzenesulphonyl)-4-bromoisoindoline (0.19 g), triethylamine (0.10 ml), 2-ethynylpyridine(0.06 g) and bis (triphenylphosphine)palladium(II)chloride (10%) in anhydrous N,N-dimethylformamide(2 ml) were stirred together under an inert atmosphere and heated to 90° C. After 20 hours further 2-ethynylpyridine(0.12 g) and palladium catalyst (20%) were added and heating continued for 3 days. The reaction mixture at room temperature was diluted with ethyl acetate, filtered through a pad of silica and the filtrate evaporated in vacuo to yield a yellow residue. Purification by column chromatography, eluting with a 20-100% ethyl acetate in hexane gradient afforded the title compound (25 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05728712
Quelldatensatzuspto-grants-1998_03
ORD IDord-1fbe8bec2d7a4b37b8e811f839c2b36c
Quellennotizuspto-grants-1998_03