Cesium carbonate → HCID 89922862, compound

Participants

Reaction Conditions

Reaction Steps

2-chloro-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (42 mg, 0.118 mmol), 3-amino-4-chloro-5-(1-hydroxypropan-2-yl)benzonitrile (24.94 mg, 0.118 mmol), palladium(II) acetate (7.97 mg, 0.036 mmol), DPPF (6.56 mg, 0.012 mmol), Xantphos (6.85 mg, 0.012 mmol), and cesium carbonate (77 mg, 0.237 mmol) were combined in a 2 dram vial and dioxane (1.2 mL) was added. The vial was evacuated and backfilled with N2 3×, then heated at 100° C. for 1.5 h. The reaction was cooled to room temperature and filtered through celite, rinsing with EtOAc. The solvent was removed in vacuo and the material was purified by flash column chromatography (0-3% MeOH/DCM; 40 g column). 2-((2-chloro-5-cyano-3-(1-hydroxypropan-2-yl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (37 mg) was obtained as a yellow glass.

Provenance & Evidence