6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE

General procedure: Initially, 2-amino pyridine (0.25 mmol), substituted acetophenones (0.25 mmol), iodine(20 molpercent, 13 mg), and cyclohexane (2 mL) were taken in 25-mL round-bottomed flaskand stirred at 60 °C. The stirring was continued for 15 min under this condition. Later, the reaction mixture diluted with 30 mL of water and collected the organic layer with ethylacetate. The organic layer was dried over Na2SO4 and concentrated under reduced pressure.The crude product was purified through column chromatography using petroleumether and ethyl acetate as an eluant.Dissolving 5.8 g (29 mmol) of phenacyl bromide and 5.0 g (29 mmol) of 2-amino-5-bromopyridine into 50 milliliter of ethanol, adding 3.6 g of sodium hydrogen carbonate, the resultant suspension was refluxed under heating for 6 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and ethanol, thereby obtaining 6.4 g of 6-bromo-2-phenyl-imidazo [1, 2-a] pyridine (yield: 81 percent).A solution of 5-bromopyridin-2-amine (1.0 g, 5.78 mmol), 2-bromoacetophenone (1.4 g, 7.03 mmol) in MeOH (20 mL) was heated at 80 °C overnight. The reaction mixture was concentrated in vacuo. The residue was suspended with water, and extracted with EtO Ac. The organic layer was washed with brine, dried over NaGeneral procedure: To a solution of 2-aminopyridine (1 equiv.) in acetone was added the appropriate α-bromoketone (1 equiv.). The solution was stirred at 25 °C with reaction times ranging from 2 to 6 hours. After completion of the reaction (monitored by LC-MS), the formed precipitate was filtered off and washed with acetone (15 mL). The solid was neutralized with a saturated NaHCOTo a 250 mL round bottom flask was added E1 (8.70 g, 50.29 mmol), A2 (10.01 g, 50.29 mmol) and sodium hydrogen carbonate (NaHCO3)(5.07 g, 60.34 mmol) was dissolved in ethanol (200 mL) After stirring at room temperature for 4 hours, the mixture was stirred in a bath at 80 ° C for 2 hours. After completion of the reaction, the ethanol was removed, and the mixture was extracted with dichloromethane and water and then distilled under reduced pressure. Ethyl acetate and n-hexane column.Then, the precipitate was prepared by using dichloromethane and petroleum ether, Filtration gave Compound E2 (8.80 g, 32.22 mmol).

Molecular Weight:273.13
XLogP3:4.1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:271.99491
Monoisotopic Mass:271.99491
Topological Polar Surface Area:17.3
Heavy Atom Count:16
Complexity:240
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes