1-Methyl-4-piperidone → HCID 66611743, compound

Participants

Reaction Steps

A solution of (3-isopropylphenyl)hydrazine hydrochloride (5 g, 0.0267 mol) and 1-methyl-4-piperidone (3.3 mL, 0.0267 mol) in 7% sulfuric acid in dioxane (100 mL) was heated at 80° C. for 1 h. After completion, the reaction mixture was cooled to RT and the organic layer decanted. The residue was basified with 10% sodium hydroxide solution and extracted with EtOAc (3×100 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure affording crude material, which was purified by silica gel column chromatography (6% MeOH:DCM) to yield 7-isopropyl-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (1.1 g, 18% yield).

Provenance & Evidence