Reaktion #196

ord-ca59850458054174b55daef8c9f3b978

Reaktionsgleichung

CCOC(=O)c1cc2cccc(Br)c2o1
CCOC(=O)c1cc2cccc(Br
c1ccc(CCN2CCNCC2)nc1
c1ccc(CCN2CCNCC2)nc1
CCOC(=O)c1cc2cccc(N3CCN(CCc4ccccn4)CC3)c2o1
CCOC(=O)c1cc2cccc(N3
Ausbeute 46.9%

Lösungsmittel

Reaktionsbedingungen

Temperatur
95°CELSIUS

Vorschrift

07/01 2009 12:44:11 +0100 To ethyl 7-bromobenzofuran-2-carboxylate (0.100 g, 0.37 mmol) and 1-(2-(pyridin-2-yl)ethyl)piperazine (0.075 g, 0.39 mmol) in dry degassed dioxane (1.5 mL) were added Cesium carbonate (0.157 g, 0.48 mmol), 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.018 g, 0.04 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (0.017 g, 0.02 mmol) under argon and the reaction heated at 95°C o/n. All starting material consumed. Water and DCM were added and the layers separated. The aq phase was extracted with DCM (3x). The combined org phases were washed with water, dried (MgSO4), filtered and evaporated. The crude was purified by flash (SiO2; DCM/MeOH 95/5) to give 0.0661 g of the product as a pale yellow semisolid.

Quelle

750 AstraZeneca ELN dataset