Potassium Carbonate → HCID 68625661, compound

Participants

Reaction Conditions

Reaction Steps

As in Example 1,3-(4-bromophenyl)-1-(pyridin-2-yl)propenone was synthesized from 4-bromobenzaldehyde and 2-acetylpyridine, and further subjected to a reaction with [2-(6-bromopyridin-2-yl)oxoethyl]pyridinium iodide to synthesize 6-bromo-4′-(4-bromophenyl)-[2,2′;6′,2″]terpyridine. To 15.3 g of the resulting 6-bromo-4′-(4-bromophenyl)-[2,2′;6′,2″]terpyridine were added 5.6 g of 5H-pyrido[4,3-b]indole, 1.0 g of a copper powder, 6.8 g of potassium carbonate, 1.0 mL of dimethyl sulfoxide, and 80 mL of o-dichlorobenzene, followed by heating and stirring at 120° C. for 7 hours. After cooling to room temperature, 200 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. To the concentrate, 2 L of toluene was added and insoluble matter was removed by filtration. NH silica gel was added to the filtrate to perform adsorptive purification. Thereafter, the filtrate was concentrated under a reduced pressure to obtain a crude product. The crude product obtained was washed with methanol to obtain 11.3 g (yield, 62%) of 4′-(4-bromophenyl)-6-(5H-pyrido[4,3-b]indol-5-yl)-[2,2′;6′,2″]terpyridine as a brown powder.

Provenance & Evidence