Reaktion #318

ord-f1c56ffe105843279dcf3ce82ed9a4b2

Reaktionsgleichung

CN(C)C(=O)c1cc2cccc(Br)c2o1
CN(C)C(=O)c1cc2cccc(
c1ccc(CN2CCNCC2)cc1
c1ccc(CN2CCNCC2)cc1
CN(C)C(=O)c1cc2cccc(N3CCN(Cc4ccccc4)CC3)c2o1
CN(C)C(=O)c1cc2cccc(
Ausbeute 52.2%

Lösungsmittel

Reaktionsbedingungen

Temperatur
95°CELSIUS

Vorschrift

The mixture of Tris(dibenzylideneacetone)dipalladium(0) (0.222 g, 0.24 mmol) and 2-Dicyclohexylphosphino-2',4',6'-tri-iso-propyl-1,1'-biphenyl (0.231 g, 0.48 mmol) in dioxane (10 mL) (degassed with argon for 5 min) was heated at 95 °C under argon for 5 min . This was transferred to a flask containing 7-bromo-N,N-dimethylbenzofuran-2-carboxamide (1.3 g, 4.85 mmol), 1-benzylpiperazine (1.111 g, 6.30 mmol) and Cesium carbonate (2.212 g, 6.79 mmol) in dioxane (10 mL) (degassed with argon for 5 min). The resulting mixture was heated at 95 °C over night. After cooling, the reaction mixture was filtered, the solid washed with DCM and concentrated. The product was purified by isco (DCM:MeOH; 0-3%). A small portion was also purified by prepLC giving EN02745-79-002.

Quelle

750 AstraZeneca ELN dataset