Réaction #197

ord-61dd76cabf5f48cb8028fe718c7f9d72

Équation de réaction

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
Rendement 40.0%

Solvants

Conditions de réaction

Température
95°CELSIUS

Mode opératoire

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.

Source

750 AstraZeneca ELN dataset