Trifluoroacetic acid → HCID 89923886, compound

Participants

Reaction Conditions

Reaction Steps

TFA (0.382 mL, 4.96 mmol) was added to a solution of (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 (50 mg, 0.072 mmol) and anisole (0.031 mL, 0.288 mmol) in DCE (1 mL) and the reaction mixture was heated at 60° C. for 1 hour. The solvent was removed in vacuo and the material azeotroped with toluene 3× to remove the excess TFA. 10 ml of 2N NH3 in MeOH was added, and the solution was stirred for 20 min. The solvent was removed in vacuo and the material was triturated with MeOH/Et2O (1:20 ratio). The solid was collected by vacuum filtration to give a yellow solid which was purified by prep-HPLC to give 2-((2-chloro-5-cyano-3-((4aS,7aS)-hexahydro-1H-pyrrolo[3,4-b]pyridin-6(2H)-yl)phenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (23.9 mg)

Provenance & Evidence