6-BroMo-5-chloro-pyridine-2-carboxylic acid

6-BroMo-5-chloro-pyridine-2-carboxylic acid Property

Boiling point:

374.5±42.0 °C(Predicted)

Density 

1.917±0.06 g/cm3(Predicted)

storage temp. 

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

pka

3.02±0.10(Predicted)

form 

solid

color 

Off white

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

6-BroMo-5-chloro-pyridine-2-carboxylic acid Chemical Properties,Usage,Production

Uses

6-Bromo-5-chloro-pyridine-2-carboxylic acid is a carboxylic acid derivative used in organic synthesis and pharmaceutical experiments.

Synthesis

5-Chloro-1-yloxy-pyridine-2-carboxylic acid (3.5 g, 20 mmol) was slowly added to phosphorus trioxide (CAS 7789-59-5, 30 g) at 80 °C and the reaction was kept stirring for 2 hours. Upon completion of the reaction, the reaction mixture was quenched by careful pouring into ice water (100 mL) and subsequently extracted with ethyl acetate (3 x 50 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to remove the solvent. The resulting crude product was purified by column chromatography (silica gel 100 g, eluent 50% petroleum ether solution of ethyl acetate) to give 2-bromo-3-chloro-6-carboxypyridine (1.12 g, 23% yield) as a gray solid. Mass spectrometry (EI) analysis showed: m/e 236.0 [M+H]+.

References

[1] Patent: US2012/316147, 2012, A1. Location in patent: Page/Page column 55
[2] Patent: WO2012/168350, 2012, A1. Location in patent: Page/Page column 119; 120