Benzaldehyde → HCID 15718921, compound

Participants

Reaction Steps

A mixture of 28 parts of 2-(4-piperidinylamino)-3H-imidazo[4,5-b]pyridine-3-ethanol, 20 parts of benzaldehyde, 2 parts of a solution of thiophene in methanol 4% and 160 parts of methanol was hydrogenated at normal pressure and at room temperature with 3 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was taken up in trichloromethane and the whole was extracted with an acidic aqueous solution. The extract was washed three times with trichloromethane and treated with a sodium hydroxide solution. The product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was stirred in 1,1'-oxybisethane. The solid product was filtered off and dried, yielding 25.2 parts (65.1%) of 2-[[1-(phenylmethyl)-4-piperidinyl]amino]-3H-imidazo[4,5-b]pyridine-3-ethanol; mp. 125.7° C. (compound 120).

Provenance & Evidence