Potassium Iodide → HCID 12891749, compound

Participants

Reaction Steps

A mixture of 5.5 parts of N-[1-(1H-benzimidazol-2-yl)-4-piperidinyl]-1-(phenylmethyl)-1H-benzimidazol-2-amine dinitrate, 1.5 parts of 1-(chloromethyl)-4-fluorobenzene, 5 parts of sodium carbonate, 0.1 parts of potassium iodide and 120 parts of 4-methyl-2-pentanone is stirred and refluxed overnight using a water-separator. The reaction mixture is poured onto water and the layers are separated. The organic phase is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (98:2 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from a mixture of 4-methyl-2-pentanone and 2,2'-oxybispropane. The product is filtered off and dried, yielding 1.5 parts (28.3%) of N-{1-[1-(4-fluorophenylmethyl)-1H-benzimidazol-2-yl]-4-piperidinyl}-1-(phenylmethyl)-1H-benzimidazol-2-amine; mp. 163.9° C.

Provenance & Evidence