6-Bromo-2-phenyl-imidazo[1,2-a]pyridine

Synthesis

First, 2-amino-5-bromopyridine (0.25 mmol), acetophenone (0.25 mmol), iodine (20 mol%, 13 mg), and cyclohexane (2 mL) were added to a 25 mL round-bottomed flask, and the reaction was stirred at 60 °C. Stirring was continued under these conditions for 15 min. Subsequently, the reaction mixture was diluted with 30 mL of water and the organic layer was extracted with ethyl acetate. The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography and the eluent was a solvent mixture of petroleum ether and ethyl acetate.

References

[1] Journal of Organic Chemistry, 2013, vol. 78, # 24, p. 12494 - 12504
[2] Advanced Synthesis and Catalysis, 2013, vol. 355, # 9, p. 1741 - 1747
[3] Synthetic Communications, 2018, vol. 48, # 9, p. 1076 - 1084
[4] Advanced Synthesis and Catalysis, 2013, vol. 355, # 11-12, p. 2217 - 2221
[5] European Journal of Organic Chemistry, 2015, vol. 2015, # 29, p. 6526 - 6533