Exo-2-bornanamine → n4-((2r)-Bicyclo[2.2.1]heptan-2-yl)-6-methyl-n2-(4-(2-methyl-1h-imidazol-1-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine

Participants

Reaction Conditions

Reaction Steps

exo-2-Aminonorbornane (20.24 μl, 0.17 mmol) was added to a solution of 6-methyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl trifluoromethanesulfonate (80 mg, 0.17 mmol, Example 9a) in DCM (10 mL). The reaction was stirred at 35° C. for 2 h. Solvent was evaporated and the crude mixture dissolved in MeOH/DMSO and purified on preparative HPLC to give N4-((2R)-bicyclo[2.2.1]heptan-2-yl)-6-methyl-N2-(4-(2-methyl-1H-imidazol-1-yl)phenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (40.0 mg, 47.8%).

Provenance & Evidence