反応 #327

ord-971fd86c0ca2434fb005b5350f485988

反応方程式

CCOC(=O)c1cc2c(Br)cccc2o1
CCOC(=O)c1cc2c(Br)cc
c1ccc(CN2CCNCC2)cc1
c1ccc(CN2CCNCC2)cc1
CCOC(=O)c1cc2c(N3CCN(Cc4ccccc4)CC3)cccc2o1
CCOC(=O)c1cc2c(N3CCN
収率 90.1%

溶媒

反応条件

温度
95°CELSIUS

実験手順

20/10 2009 10:10:14 +0200 To ethyl 4-bromobenzofuran-2-carboxylate (2.50 g, 9.29 mmol) and 1-benzylpiperazine (1.776 mL, 10.22 mmol) in dry degassed dioxane (30 mL) were added Cesium carbonate (3.94 g, 12.08 mmol), 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.443 g, 0.93 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (0.425 g, 0.46 mmol) under argon and the reaction heated at 95°C o/n. All starting material consumed. The crude solution was pooled with the corresponding solution in EN03307-46 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 chrom. (SiO2; Heptane/EtOAc 70/30) to give 3.05 g (50%) of the product as a yellow solid.

出典

750 AstraZeneca ELN dataset