N1-(pyridin-2-yl)benzene-1,2-diamine → (E)-2-[2-(Cyclohexyl)ethenyl]-1-(2-pyridyl)-1H-benzimidazole

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Reaction Steps

The titled compound was prepared from N-(2-pyridyl)-o-phenylenediamine and (E)-3-Cyclohexylacryloyl chloride (Amino, Y.; Kawada, K.; Toi, K.; Kumashiro, I.; Fukushima, K. Chem. Pharm. Bull., 1988, 36, 4426) according to the preparation of (E)-1-(2-pyridyl)-2-styryl-1H-benzimidazole (Example 1, method A). MW: 303.41; mp: 105.0-106.0° C.; 1H-NMR (CDCl3) δ: 8.78-8.73 (1H, m), 7.96 (1H, ddd, J=7.7, 7.7, 1.8 Hz), 7.81-7.76 (1H, m), 7.49-7.39 (3H, m), 7.33-7.18 (2H, m), 7.11 (1H, dd, J=15.8, 7.3 Hz), 6.42 (1H, dd, J=15.8, 1.5 Hz), 2.26-2.12 (1H, m), 1.98-1.60 (5H, m), 1.39-1.10 (5H, m).

Provenance & Evidence