Cesium carbonate → 2-((2-Chloro-5-cyano-3-((2-hydroxyethyl)amino)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (126 mg, 0.354 mmol), 3-amino-4-chloro-5-((2-hydroxyethyl)amino)benzonitrile (75 mg, 0.354 mmol), palladium(II) acetate (21.08 mg, 0.094 mmol), XANTPHOS (20.50 mg, 0.035 mmol), DPPF (19.65 mg, 0.035 mmol) and cesium carbonate (300 mg, 0.921 mmol) in Dioxane (3 mL) was evacuated and back filled with nitrogen three time and was heated at 60° C. for 1 h. The reaction mixture was filtered through a pad of Celite, rinsed with EtOAc and the filtrate was concentrated. Purification via flash chromatography (0-70% EtOAc in Hexane, 24 g) gave 2-((2-chloro-5-cyano-3-((2-hydroxyethyl)amino)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (65 mg) as a light yellow foam.

Provenance & Evidence