Reaction #197
ord-61dd76cabf5f48cb8028fe718c7f9d72
Reaction equation
Solvents
Conditions
Procedure
12/01 2009 15:21:58 +0100 To ethyl 7-bromobenzofuran-2-carboxylate (0.900 g, 3.34 mmol) and 1-(2-(pyridin-2-yl)ethyl)piperazine (0.672 g, 3.51 mmol) in dry degassed dioxane (13 mL) were added Cesium carbonate (1.417 g, 4.35 mmol), 2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl (0.159 g, 0.33 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (0.153 g, 0.17 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 chrom. (SiO2; DCM/MeOH 95/5) to give EN02198-25-001: 47.3 mg (fraction 12 from the flash) of the product as a pale yellow solid. This batch was submitted to test. EN02198-25-002: 0.460 g (fractions 11 and 13-18 from the flash) of the product as a pale brown solid.