Cesium carbonate → HCID 89923886, compound

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 (395 mg, 1.114 mmol), (4aS,7aS)-tert-butyl 6-(3-amino-2-chloro-5-cyanophenyl)octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate (420 mg, 1.114 mmol), palladium(II) acetate (66.3 mg, 0.295 mmol), XANTPHOS (64.5 mg, 0.111 mmol), DPPF (61.8 mg, 0.111 mmol) and cesium carbonate (944 mg, 2.90 mmol) in Dioxane (7 ml) was evacuated and back filled with nitrogen three time and was heated at 80° C. for 5 h. The reaction mixture was filtered through a celite pad and the filtrate was concentrated. The crude product was purified by flash chromatography on silica gel using an automated ISCO system 40 g column, eluting with 0-5% MeOH in DCM (+/−)-(4aS,7aS)-tert-butyl (6-(2-chloro-5-cyano-3-((7-cyano-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazin-2-yl)amino)phenyl)octahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate (379 mg) was obtained as a brown solid.

Provenance & Evidence