Reaktion #79146

Reaktionsgleichung

2-styryl-1H-benzimidazole

2-Chloro-3-methylpyridine

(E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole

hydrogen chloride

→

titled compound

(E)-1-(3-Methylpyrid-2-yl)-2-styryl-1H-benzimidazole hydrochloride

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated to dryness
2. 2
   SonstigeThe residue was recrystallized from ethyl acetate/n-hexane

Vorschrift

Free base of the titled compound was prepared from 2-styryl-1H-benzimidazole and 2-Chloro-3-methylpyridine 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 ethyl acetate/n-hexane to give the titled compound. MW: 347.85; mp: 226.0-228.0° C.; 1H-NMR (DMSO-d6) δ: 8.66-8.62 (1H, m), 8.21-8.14 (2H, m), 7.91 (1H, d, J=8.1 Hz), 7.76 (1H, dd, J=7.7, 4.8 Hz), 7.68-7.60 (2H, m), 7.60-7.54 (1H, m), 7.50-7.43 (4H, m), 7.26 (1H, d, J=8.1 Hz), 6.89 (1H, d, J=16.5 Hz), 2.12 (3H,s).

Quelle