Sodium Carbonate → HCID 10021860, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(7-bromoimidazo[1,2-b][1,2,4]triazin-3-yl)propan-2-ol (0.10 g, 0.38 mmol), 2,4-difluoro-3-(pyridin-4-yl)benzeneboronic acid (0.14 g, 0.58 mmol) and sodium carbonate (950 μL of a 2 M solution) in ethylene glycol dimethyl ether (2 ml) was degassed by bubbling nitrogen through for 20 min. Tetrakis(triphenylphosphine)palladium(0) (0.02 g, 0.02 mmol) was added and the mixture was degassed for a further 20 min before heating at 80° C. for 18 h. The mixture was filtered through glass fibre paper, and partitioned between ethyl acetate (30 ml) and water (30 ml). The organic layer was dried (Na2SO4), filtered and evaporated in vacuo. Purification by chromatography (silica gel, 5% MeOH/CH2C12), then recrystallisation from EtOAc/CH2C1 2, gave 7.0 mg (5%) of the title compound: 1H NMR (360 MHz, CDCl3) δ 7.19–7.24 (1H, s), 7.47 (2H, d, J 4.6), 8.14–8.21 (1H, m), 8.28 (1H, d, J 2.5), 8.77 (3H, dd, J 4.6, 6.0).

Provenance & Evidence