5-BROMO-3-FLUOROPICOLINIC ACID Chemical Properties

Melting point:

175-180℃

Boiling point:

290.5±40.0 °C(Predicted)

Density 

1.903±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

2.48±0.10(Predicted)

color 

Pale yellow

Safety Information

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933599590

5-BROMO-3-FLUOROPICOLINIC ACID Usage And Synthesis

Synthesis

The general procedure for the synthesis of 5-bromo-3-fluoro-2-pyridinecarboxylic acid from 5-bromo-3-fluoro-2-pyridinecarbonitrile was as follows: 5-bromo-3-fluoro-2-pyridinecarbonitrile (21.0 g, 100 mmol) was mixed with concentrated hydrochloric acid (200 mL), and the reaction was carried out at reflux for 4 hours at 140 °C. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured into ice water. The precipitated solid was collected by vacuum filtration and dried to afford the target product 5-bromo-3-fluoropyridine-2-carboxylic acid (18.3 g). The structure of the product was confirmed by nuclear magnetic resonance hydrogen spectroscopy (1H NMR, d6-DMSO, 400 MHz) and nuclear magnetic resonance fluorine spectroscopy (19F NMR, d6-DMSO, 300 MHz) with the following data: 1H NMR δ 13.76 (s, 1H), 8.64 (s, 1H), 8.33-8.36 (dd, 1H); 19F NMR δ - 113.70 (d, 1F).

References

[1] Patent: WO2009/36996, 2009, A2. Location in patent: Page/Page column 105
[2] Patent: WO2017/174449, 2017, A1. Location in patent: Page/Page column 89; 90

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