Hydrochloric Acid → (E)-4-Methyl-1-(2-pyridyl)-2-styryl-1H-benzimidazole hydrochloride

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Reaction Steps

Free base of the titled compound was prepared from (E)-4-methyl-2-styryl-1H-benzimidazole and 2-fluoropyridine according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method B). The free base was treated with a 10% methanol solution of hydrogen chloride and concentrated to dryness. The residue was recrystallized from 2-propanol/isopropyl ether to give the titled compound. MW: 347.85; mp: 218.0-225.0° C.; 1H-NMR (DMSO) δ: 8.85-8.80 (1H, m), 8.45 (1H, d, J=16.1 Hz), 8.27 (1H, ddd, J=7.7,7.7, 1.5 Hz), 7.86 (1H, d, J=7.7 Hz), 7.77 (1H, dd, J=7.7, 4.5 Hz), 7.70-7.65 (2H, m), 7.48-7.42 (3H, m), 7.41-7.33 (3H, m), 7.17 (1H, d, J=16.1 Hz), 2.76 (3H, s).

Provenance & Evidence