Potassium Iodide → N-{2-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethyl}-1-methyl-1H-pyrrole-2-carboxamide hydrochloride hydrate

Participants

Reaction Steps

A mixture of 5.6 parts of N-(2-chloroethyl)-1-methyl-1H-pyrrole-2-carboxamide, 6.52 parts of 1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one, 2.52 parts of sodium hydrogen carbonate, 0.1 parts of potassium iodide and 240 parts of 4-methyl-2-pentanone is stirred and refluxed for 62 hours. The reaction mixture is cooled and the solvent is evaporated. The residue is purified by columnchromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is converted into the hydrochloride salt in ethanol, 2-propanol and 2,2'-oxybispropane. The salt is filtered off and crystallized from a mixture of ethanol and 2,2'-oxybispropane, yielding 0.6 parts of N-{2-[4-(2,3-dihydro-2-oxo-1H-benzimidazol-1-yl)-1-piperidinyl]ethyl}-1-methyl-1H-pyrrole-2-carboxamide hydrochloride hydrate; mp. 237.7° C.

Provenance & Evidence