Oxalic Acid → (E)-1-(2-Pyridyl)-2-[2-(3-pyridyl)ethenyl]-1H-benzimidazole oxalate

Participants

Reaction Steps

Free base of the titled compound was prepared from 2-methyl-1-(2-pyridyl)-1H-benzimidazole and pyridine-3-Carboxaldehyde according to the preparation of (E)-1-(2-pyridyl)-2-[2-(2-pyridyl)ethenyl]-1H-benzimidazole dihydrochloride (Example 44). The free base and oxalic acid were dissolved into MeOH. Concentration and recrystallization from ethyl MeOH/EtOH yielded the titled compound. MW: 388.39; mp: 193.3-194.1° C. (decomposed); 1H-NMR (DMSO) δ: 8.86-8.81 (1H, m), 8.80-8.76 (1H, m), 8.53 (1H, dd, J=4.8, 1.5 Hz), 8.19 (1H, dt, J=7.8, 1.9 Hz), 8.12-8.05 (1H, m), 7.93 (1H, d, J=16.0 Hz), 7.76 (2H, d, J=7.9 Hz), 7.68-7.61 (1H, m), 7.51-7.25 (4H, m), 7.33 (1H, d, J=16.0 Hz).

Provenance & Evidence