Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester Chemical Properties

Boiling point:

457.2±55.0 °C(Predicted)

Density 

1.289±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

-3.63±0.50(Predicted)

Appearance

White to off-white Solid

Benzoic acid, 3-[5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl]-, Methyl ester Usage And Synthesis

Synthesis

GENERAL METHOD: 2 mmol of methyl (E)-3-(N'-hydroxycarbamoyl)benzoate was dissolved in 200 mL of acetone in a round-bottomed flask; subsequently, 0.35 g (2.5 mmol) of K2CO3 and 2.5 mmol of o-fluorobenzoyl chloride were added to the reaction mixture, and the reaction was stirred for 24 h at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was treated with an appropriate amount of water and refluxed for 30 minutes. After the reaction mixture was cooled, the 1,2,4-oxadiazole product was collected by filtration and further purified by column chromatography to afford the target compound, methyl 3-(5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl)benzoate.

References

[1] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 236 - 244
[2] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 11, p. 2473 - 2476