Cesium carbonate → HCID 89922506, compound

Participants

Reaction Conditions

Reaction Steps

2-chloro-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (150 mg, 0.423 mmol), 5-amino-4-chloro-2-(3-oxobutyl)benzonitrile (104 mg, 0.465 mmol), palladium (II) acetate (28.5 mg, 0.127 mmol), DPPF (23.4 mg, 0.042 mmol), Xantphos (24.5 mg, 0.042 mmol), and cesium carbonate (207 mg, 0.643 mmol) were combined in a 20 dram vial and dioxane (2 mL) was added. The vial was evacuated and backfilled with N2 3×, then heated at 90° C. for 1.5 h. The reaction was cooled to room temperature and the reaction mixture was filtered through celite, rinsing with EtOAc. The solvent was removed in vacuo and the material was purified by ISCO Companion (0-100% EtOAc/Hexane). 2-((2-chloro-5-cyano-4-(3-oxobutyl)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl) amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (172 mg) was obtained as a yellow foam.

Provenance & Evidence