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

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Reaction Steps

2-(Benzyl(2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol (95 mg, 0.21 mmol) was dissolved in methanol (3 mL). Acetic acid (0.012 mL, 0.21 mmol) was added followed by formaldehyde (0.016 mL, 0.21 mmol). The reaction mixture was stirred at room temperature for 15 minutes and sodium cyanoborohydride (13.10 mg, 0.21 mmol) was added. The solvent was evaporated after 1 h and the crude purified by preparative HPLC yielding 2-(benzyl(6-methyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol (8.60 mg, 7.8%) as acetate salt. MS (ES+) m/z 470.3 (M+H)+

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