Methane → 6-Methyl-8-(2-methoxy-5-pyridylamino)ergoline

Participants

Reaction Steps

A solution of 35.6 g of 6-methyl-8-oxo-ergoline in 1.4 liters of glacial acetic acid is slowly added dropwise to 35 g of 10% palladium on active charcoal and 18.6 g of 2-methoxy-5-aminopyridine in 400 cc of glacial acetic acid with simultaneous hydrogenation under normal conditions. The addition is effected within about 7 hours. After the hydrogen take up is complete, the catalyst is filtered off, the filtrate is concentrated in a vacuum and the resulting residue is taken up in methylene chloride (+15% of isopropanol) and washed with ice-cooled ammonia and water. The residue obtained after drying the combined organic phases and concentrating by evaporation, is purified and separated into the isomers by chromatography on an 80-fold quantity of silica gel with methylene chloride and the addition of increasing amounts of methanol.

Provenance & Evidence