Imidazo[1,2-a]pyridine, 6-fluoro- (9CI) Chemical Properties

Melting point:

70-71°

storage temp. 

Sealed in dry,Room Temperature

form 

solid

color 

Brown

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

Imidazo[1,2-a]pyridine, 6-fluoro- (9CI) Usage And Synthesis

Synthesis

To a solution of 2-amino-5-fluoropyridine (10 g) in ethanol (200 mL) was slowly added 50% aqueous chloroacetaldehyde (56 mL, 4.0 equiv). The reaction mixture was heated under reflux conditions for 2 h and subsequently concentrated under reduced pressure to about 100 mL. The concentrated residue was diluted with ethyl acetate (AcOEt, 100 mL) and washed with saturated aqueous sodium bicarbonate (NaHCO3) (2 x 150 mL). The aqueous phases were combined, saturated with sodium bicarbonate and then back-extracted with ethyl acetate (2 × 100 mL). All organic phases were combined, washed with saturated brine (100 mL), dried over anhydrous sodium sulfate (Na2SO4), and concentrated under reduced pressure to remove the solvent. Purification by fast column chromatography (eluent: dichloromethane solution in 2.5% methanol) afforded 6-fluoroimidazo[1,2-a]pyridine as a milky white solid (8.7 g, 72% yield). Mass spectrum (M + H)+ m/z = 137.

References

[1] Patent: EP2210891, 2010, A1. Location in patent: Page/Page column 71

Imidazo[1,2-a]pyridine, 6-fluoro- (9CI)(139022-27-8)Related Product Information

• 6-fluoroiMidazo[1,2-a]pyridine-2-carbaldehyde
• 6-CHLOROIMIDAZO[1,2-A]PYRIDINE
• 3-BROMOIMIDAZO[1,2-A]PYRIDINE-6-CARBOXYLIC ACID
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• 3,6-Dibromoimidazo[1,2-a]pyridine
• 5-METHYL-IMIDAZO[1,2-A]PYRIDINE
• 6-Bromoimidazo[1,2-a]pyridine
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• 3-Bromo-5-chloroimidazo[1,2-a]pyridine
• ETHYL 6-FLUORO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLATE
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• Imidazo[1,2-a]pyridine, 6-fluoro- (9CI)
• 2-bromo-6-fluoroH-imidazo[1,2-a]pyridine
• 2-(chloromethyl)-6-fluoroH-imidazo[1,2-a]pyridine