Dimethylformamide → HCID 10202173, compound

Participants

Reaction Conditions

Reaction Steps

To an N,N-dimethylformamide (3 ml) solution of 1-(biphenyl-4-ylmethyl)-6-chloromethyl-2-methylbenzimidazole (0.597 g) and potassium carbonate (0.350 g), 2-aminomethylpyridine (0.372 g) is added and the solution is stirred for two hours at 60° C. Water and ethyl acetate are added and extraction is performed. An organic layer is washed with water (twice). The solvent is removed under reduced pressure and a residue is obtained. The residue is purified through silica gel column chromatography (eluate: chloroform/methanol=9/1). Recrystallization is performed in a mixture solvent of ethyl acetate and hexane and thus, 1-(biphenyl4-ylmethyl)-2-methyl-6-[(2-pyridylmethyl) aminomethyl]benzimidazole 0.300 g is obtained. 1H-NMR (CDCl3, δ): 2.57 (3H, s), 3.91 (2H, s), 3.93 (2H, s), 5.35 (2H, s), 7.08-7.14 (3H, m), 7.23 (2H, d, J=7.3 Hz), 7.30-7.35 (2H, m) 7.41 (2H, t), 7.50-7.55 (4H, m), 7.57 (1H, dt, J=1.8 and 7.6 Hz), 7.68 (1H, d, J=8.1 Hz), 8.53 (1H, d, J=4.9 Hz).

Provenance & Evidence