Pentanal → HCID 178476262, compound

Participants

Reaction Steps

A round-bottom flask was charged with pentanal (0.177 g, 2.0 mmol) and N4-(5-bromo-2-methylphenyl)-N5-(6-(piperazin-1-yl)-1H-benzo[d]imidazol-2-yl)-1H-imidazole-4,5-dicarboxamide (0.104 g 0.2 mmol), anhydrous DMF (5 mL) and sodium triacetoxybrohydride (0.212 g, 1.0 mmol). The reaction mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure and subsequently purified by preparative reverse phase HPLC (ammonium acetate/acetonitrile) to give N4-(5-bromo-2-methylphenyl)-N5-[5-(4-pentylpiperazin-1-yl)-1H-benzimidazol-2-yl]-1H-imidazole-4,5-dicarboxamide acetate. 1H-NMR (400 MHz, DMSO-d6): δ 8.09 (s, 1H), 7.99 (d, 1H), 7.39 (dd, 1H), 7.29-7.3 (m, 2H), 6.87 (dd, 1H), 3.07 (t, 4H), 2.31 (t, 7H), 1.91 (s, 2H), 1.43-1.50 (m, 2H), 1.23-1.34 (m, 4H), 0.90 (t, 3H), MS (EI): 594.8 (MH+).

Provenance & Evidence