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

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

Product Name:
6-BroMo-5-chloro-pyridine-2-carboxylic acid
Synonyms:
  • 6-BroMo-5-chloro-pyridine-2-carboxylic acid
  • 2-Bromo-3-chloropyridine-6-carboxylic acid
  • 6-BroMo-5-chloropicolinic acid
  • 6-bromo-5-chloro-2-Pyridinecarboxylic acid
  • 2-BROMO-3-CHLORO-6-CARBOXYPYRIDINE
  • 2-Pyridinecarboxylic acid, 6-bromo-5-chloro-
  • 36-bromo-5-chloropyridine-2-carboxylic acid
CAS:
1214328-42-3
MF:
C6H3BrClNO2
MW:
236.45
Mol File:
1214328-42-3.mol
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6-BroMo-5-chloro-pyridine-2-carboxylic acid Chemical Properties

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
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Safety Information

HS Code 
2933399990
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6-BroMo-5-chloro-pyridine-2-carboxylic acid Usage And Synthesis

Uses

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

Synthesis

1415898-80-4

1214328-42-3

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

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