Potassium Carbonate → HCID 59609465, compound

Participants

Reaction Conditions

Reaction Steps

As in Example 1,3-(biphenyl-2-yl)-1-(pyridin-2-yl)propenone was synthesized from 2-biphenylcarboxyaldehyde and 2-acetylpyridine, and further subjected to a reaction with [2-(6-bromopyridin-2-yl)oxoethyl]pyridinium iodide to synthesize 4′-(biphenyl-2-yl)-6-bromo[2,2′;6′,2″]terpyridine. To 4.6 g of the resulting 4′-(biphenyl-2-yl)-6-bromo[2,2′;6′,2″]terpyridine were added 1.7 g of 5H-pyrido[4,3-b]indole, 0.3 g of a copper powder, 4.2 g of potassium carbonate, 0.3 mL of dimethyl sulfoxide, and 20 mL of o-dichlorobenzene, followed by heating and stirring at 140° C. for 5 hours. After cooling to room temperature, 60 mL of chloroform was added thereto to remove an insoluble matter by filtration, and the filtrate was concentrated under a reduced pressure to obtain a concentrate. The concentrate was dissolved in chloroform, and subjected to adsorptive purification with NH silica gel and to concentration under a reduced pressure to obtain a crude product. The crude product was washed with methanol and further washed with ethyl acetate to obtain 2.6 g (yield, 46%) of 4′-(biphenyl-2-yl)-6-(5H-pyrido[4,3-b]indol-5-yl)-[2,2′;6′,2″]terpyridine (Compound 135) as a white powder.

Provenance & Evidence