6-Fluoro-2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one → 6-Fluoro-2,5-dihydro-5-methyl-1H-pyrido[4,3-b]indol-1-one

Participants

Reaction Steps

A mixture of 6-fluoro-2,3,4,5-tetrahydro-5-methyl-1H-pyrido[4,3-b]indol-1-one (300 mg) and 10% palladium oxide on carbon catalyst (50% aqueous paste; 150 mg) in ethylene glycol (30 ml) was heated at reflux under nitrogen for 24 h. The cooled mixture was filtered and evaporated to give a solid (ca. 300 mg) which was purified by FCC eluting with System A (200:10:1) to give a solid (100 mg). A sample of this solid was further purified by HPLC on a Spherisorb 55W column, eluting with System A (95:5:0.5) at a flow rate of 15 ml/min to give the title compound, m.p. 294°-296°.

Provenance & Evidence