4-Aminopyridine → HCID 15521669, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4.50 ml of oxalyl chloride in 50 ml of ether is treated dropwise with a solution of 10.09 g (0.04 mol) of 1-(4-nitrobenzyl)indole in 50 ml of ether at OC [sic] and under a nitrogen atmosphere. The mixture is heated at reflux temperature for 2 hours and the solvent is then evaporated. 100 ml of tetrahydrofuran are added to the residue, it is cooled to −5° C. and a solution of of [sic] 9.32 g (0.099 mol) of 4-aminopyridine in 400 ml of tetrahydrofuran is added dropwise. The mixture is heated to reflux for 3 hours and allowed to stand at room temperature overnight. The 4-aminopyridine hydrochloride is filtered off with suction, the precipitate is washed with tetrahydrofuran, the filtrate is concentrated in vacuo and the residue is recrystallized from ethyl acetate.

Provenance & Evidence