Ammonia → HCID 20379513, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 11 parts of methyl 4-{3-[3-(5,6-dichloro-2,3-dihydro-2-oxo-1H-benzimidazol-1-ylmethyl)-1-piperidinyl]-2-hydroxypropoxy}benzeneacetate and 800 parts of methanol saturated with ammonia is stirred and heated in an autoclave at 110° C. and at a pressure of 85.7 lbs/sq. inch. The reaction mixture is cooled and evaporated. The residue is stirred in 4-methyl-2-pentanone. The product is filtered off and purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (90:10 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 4-methyl-2-pentanone and a small amount of 2-propanol. The product is filtered off and dried, yielding 2.7 parts (25%) of 4-{3-[3-(5,6-dichloro-2,3-dihydro-2-oxo-1H-benzimidazol-1-ylmethyl)-1-piperidinyl]-2-hydroxypropoxy}benzeneacetamide; mp. 147.9° C.

Provenance & Evidence