Carbazole → HCID 59638318, compound

Participants

Reaction Steps

To a solution of methyl 2,6-dibromo-isonicotinate (5.0 g, 16.95 mmol) (YZ_I-131), carbazole (6.0 g, 35.88 mmol) Cu (15.0 g, 236.04 mmol) and 18-crown-6 (0.1 g, 0.38 mmol) in 1,2-dichlorobenzene (50.0 ml) was added potassium carbonate (20.0 g, 144.71 mmol) under nitrogen and stirring. The reaction was carried out at 180° C. for 9 hours. After cooling, the reaction mixture was filtrated. Then, the solid residues were carefully washed with dichloromethane. Dichloromethane and 1,2-dichlorobenzene were evaporated from the combined filtration solution. After which, methanol (100.0 ml) was added to a dark brown solid. After stirring for 30 minutes, a yellow solid product was collected by filtration. The pure product was obtained in the amount of 6.4 g (81.4%) by recrystallization from acetone/methanol.

Provenance & Evidence