Acetic Acid → HCID 46199582, compound

Participants

Reaction Steps

(5)-N2-(4-(2-methyl-1H-imidazol-1-yl)phenyl)-N4-((tetrahydrofuran-2-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (55 mg, 0.14 mmol) was dissolved in methanol (3 mL). Acetic acid (7.76 μL, 0.14 mmol) was added followed by formaldehyde (10.10 μL, 0.14 mmol) and sodium cyanoborohydride (8.52 mg, 0.14 mmol). The reaction mixture was stirred for 1 h at room temperature and the solvent was evaporated under reduced pressure. The crude was purified by preparative HPLC yielding (S)-6-methyl-N2-(4-(2-methyl-1H-imidazol-1-yl)phenyl)-N4-((tetrahydrofuran-2-yl)methyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-2,4-diamine (19.30 mg, 33.9%). MS (ES+) m/z 417.8 (M−H)−

Provenance & Evidence