Oxalic Acid → (E)-5-Ethoxy1-1-(2-pyridyl)-2-styryl-1H-benzimidazole oxalate

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Reaction Steps

Free base of the titled compound was prepared from 4-ethoxy-2-nitroaniline according to the preparation of (E)-1-(2-pyridyl)-2-styryl-5-trifluoromethyl-1H-benzimidazole (Example 57). The free base and oxalic acid were dissolved into ethyl acetate. Concentration and recrystallization from ethyl acetate/n-hexane yielded the titled compound. MW: 435.05; mp: 215.5-216.0° C.; 1H-NMR (DMSO-d6) δ: 8.78-8.75 (1H. m), 8.17 (1H, td, J=7.7, 1.8 Hz), 7.85 (1H, d, J=15.8 Hz), 7.72 (1H, d, J=8.1 Hz), 7.65-7.59 (3H, m), 7.44-7.33 (4H, m), 7.24 (1H, d, J=2.6 Hz), 7.18 (1H, d, J=15.8 Hz), 6.89 (1H, dd, J=8.8, 2.2 Hz), 4.10 (2H, q, J=7.0 Hz), 1.37 (3H, t, J=7.0 Hz).

Provenance & Evidence