6-Bromo-5-fluoro-2-pyridinecarboxylic acid Chemical Properties

Boiling point:

331.3±42.0 °C(Predicted)

Density 

1.903

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

pka

3.19±0.10(Predicted)

Appearance

White to off-white Solid

Safety Information

RIDADR 

UN2811

HS Code 

2933399990

6-Bromo-5-fluoro-2-pyridinecarboxylic acid Usage And Synthesis

Synthesis

General procedure for the synthesis of 6-bromo-5-fluoro-2-pyridinecarboxylic acid from 2-bromo-3-fluoro-6-methylpyridine: Potassium permanganate (1.0 eq.) was added to a solution of 2-bromo-3-fluoro-6-methylpyridine (1.0 eq.) in water (30 mL). The reaction mixture was heated at 100 °C for 5 hours and then potassium permanganate (1.0 eq.) was added. After continuing to heat the reaction for 48 hours, the reaction mixture was filtered through a diatomaceous earth pad (4 cm × 2 in.) and washed with deionized water (150 mL). The combined aqueous phases were acidified with 1 N hydrochloric acid to pH = 4 and subsequently extracted with ethyl acetate (200 mL). The organic phase was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and concentrated to give 6-bromo-5-fluoro-2-pyridinecarboxylic acid in 17% yield as a white solid.LCMS (m/z): 221.9 (MH+); retention time (Rt) = 2.05 min.

References

[1] Patent: US2010/56576, 2010, A1. Location in patent: Page/Page column 46
[2] Patent: WO2012/4217, 2012, A1. Location in patent: Page/Page column 62-63
[3] Patent: WO2012/82689, 2012, A1. Location in patent: Page/Page column 91-92
[4] Patent: US2012/225061, 2012, A1
[5] Patent: US2012/225062, 2012, A1