Potassium Iodide → HCID 13769681, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2.5 parts of 2-bromothiazole, 5.72 parts of 1-[(4-fluorophenyl)methyl]-N-[1-[2-(methylamino)ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine, 1.6 parts of sodium carbonate, 0.1 parts of potassium iodide and 27 parts of N,N-dimethylacetamide was stirred and heated overnight at 140° C. The reaction mixture was poured onto water. The product was extracted with 4-methyl-2-pentanone. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from 1,1'-oxybisethane, yielding 3.5 parts (50%) of 1-[(4-fluorophenyl)methyl]-N-[1-[2-[methyl(2-thiazolyl)amino]ethyl]-4-piperidinyl]-1H-benzimidazol-2-amine; mp. 143.2° C. (compound 50).

Provenance & Evidence