Acetic Acid → 3-(cyclopropyl(6-methyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)propanenitrile

Participants

Reaction Steps

3-(Cyclopropyl(2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)propanenitrile (94 mg, 0.23 mmol) was dissolved in methanol (2 mL). Acetic acid (0.013 mL, 0.23 mmol) was added followed by formaldehyde (0.017 mL, 0.23 mmol). The reaction mixture was stirred at room s temperature for 15 minutes and sodium cyanoborohydride (14.25 mg, 0.23 mmol) was added. The reaction mixture was concentrated under reduced pressure, filtered and purified by preparative HPLC (acidic system) yielding 3-(cyclopropyl(6-methyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)propanenitrile (3.50 mg, 3.16%) as acetate salt.

Provenance & Evidence