Cesium carbonate → HCID 57899382, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-{1-(4-chloro-phenyl)-6-oxo-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1,6-dihydro-purin-9-yl}-benzonitrile (prepared as described in example 43, 0.800 g, 1.45 mmol) in N,N-dimethylformamide (30 mL) is degassed with argon for 0.5 h. Then 2-amino-5-bromopyridine (0.37 g, 2.18 mmol), cesium carbonate (0.95 g, 3.63 mmol), Pd(dppf)2Cl2 (0.1 g, 0.181 mmol) is added and the resulted mixture is degassed with argon for 0.5 h. The reaction mixture is then heated at 100° C. for 4 h. The reaction mixture is cooled to rt and diluted with water and extracted with ethyl acetate (3×). The combined organic layer is washed with brine, dried over Na2SO4, concentrated, and purified by column chromatography to afford 3-[2-[4-(6-amino-pyridin-3-yl)-phenyl]-1-(4-chloro-phenyl)-6-oxo-1,6-dihydro-purin-9-yl]-benzonitrile. LC-MS calculated for C29H18ClN7O (M+H+) 516.1, found 516.0.

Provenance & Evidence