HCID 19900463, compound → HCID 19900479, compound

Participants

Reaction Steps

A solution of 1-(methyl-4-pyridinylamino)-5-phenylmethoxy-1H-indole (9 g) in 250 mL ethanol containing 0.6 g 10% palladium on activated charcoal was hydrogenated at 50 psi at 50° C. for three hours via Parr hydrogenation apparatus. After cooling, the mixture was filtered through Celite and concentrated. The residue was eluted through silica with 5% methanol in dichloromethane via flash column chromatography to yield 6.2 g solid. A three gram portion was recrystallized from acetonitrile to yield 2.6 g solid, m.p. 191°-193° C. This was again recrystallized from acetonitrile to yield 2.2 g crystals, m.p. 192°-193° C.

Provenance & Evidence