Pinoline → 2a-[4-(6-Methoxy-2,3,4,9-tetrahydro-1H-prido[3,4-b]indol-2-yl)-butyl]-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one

Participants

Reaction Steps

A 295 mg (1.46 mmol) portion of 6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole and 404 mg (2.91 mmol) of potassium carbonate were added to 7 ml of DMF solution containing 300 mg (0.97 mmol) of 2a-(4-bromobutyl)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one and stirred overnight at room temperature. The reaction solution was extracted with ethyl acetate and washed with water. After drying (Na2SO4), the solvent was removed by evaporation under a reduced pressure and the thus obtained oil was purified by a silica gel column chromatography (80 cc; elution by chloroform-methanol=15:1) and recrystallized from acetone-diisopropyl ether to obtain 369 mg of the title compound (88% in yield).

Provenance & Evidence