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5-Bromo-2-chloropyridine

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5-Bromo-2-chloropyridine Basic information

Product Name:
5-Bromo-2-chloropyridine
Synonyms:
  • 5-BROMO-2-CHLOROPYRIDINE
  • 2-CHLORO-5-BROMOPYRIDINE
  • PYRIDINE, 5-BROMO-2-CHLORO-
  • 3-Bromo-6-chloropyridine
  • 5-bromo-2-chlorolpyridine
  • 5-Bromo-2-chloropyridine, 98+%
  • 5-BROMO-2-CHLOROPYRIDINE 98%
  • 2-CHLORO-5-BROMOPYRIDINE 5-BROMO-2-CHLORO-PYRIDINE
CAS:
53939-30-3
MF:
C5H3BrClN
MW:
192.44
EINECS:
700-053-6
Product Categories:
  • Pyridines derivates
  • Halogenated
  • Organohalides
  • Bromopyridines
  • Chloropyridines
  • Halopyridines
  • blocks
  • Bromides
  • Pyridines
  • Boronic Acid
  • C5Heterocyclic Building Blocks
  • Halogenated Heterocycles
  • Heterocyclic Building Blocks
  • Variety of halogenated heterocyclic series
  • compounds of pyridine
  • Pyridine
  • pyridine derivative
  • Pyridine Series
  • Pyridines, Pyrimidines, Purines and Pteredines
  • Risdiplam
  • bc0001
Mol File:
53939-30-3.mol
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5-Bromo-2-chloropyridine Chemical Properties

Melting point:
65-69 °C (lit.)
Boiling point:
208.1±20.0 °C(Predicted)
Density 
1.7783 (rough estimate)
refractive index 
1.5400 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
-2.25±0.10(Predicted)
form 
Crystalline Powder or Crystals
color 
Off-white
BRN 
108887
InChI
InChI=1S/C5H3BrClN/c6-4-1-2-5(7)8-3-4/h1-3H
InChIKey
PEAOEIWYQVXZMB-UHFFFAOYSA-N
SMILES
C1(Cl)=NC=C(Br)C=C1
CAS DataBase Reference
53939-30-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39-36/37/39
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
T
HazardClass 
IRRITANT, IRRITANT-HARMFUL
HS Code 
29333990

MSDS

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5-Bromo-2-chloropyridine Usage And Synthesis

Chemical Properties

Light yellow Cryst

Uses

5-Bromo-2-chloropyridine may be used in the preparation of following compounds:

  • Amino-2-chloropyridine via palladium-catalyzed amination.
  • 5-Bromo-2-fluoropyridine via halogen-exchange reaction using anhydrous potassium fluoride.
  • 2-Chloro-5-(2,5-dimethoxyphenyl)pyridine via Suzuki coupling with 2,5-dimethoxyphenylboronic acid.

Synthesis

6-Chloro-pyridin-3-ylamine was dissolved slowly with constant stirring in 48% HBr solution (50 mL) at r.t. and then the solution was cooled to -10 °C. A solution of sodium nitrite in cold water was added dropwise at -10 °C with constant stirring over 2 h, followed by a solution of copper (I) bromide in 48% HBr dropwise. The mixture was then stirred at r.t. until complete. The mixture was neutralized with sodium carbonate and extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, and concentrated. The residue was purified by column chromatography on silica gel (60-120 mesh) eluting with 1% ethyl acetate/petroleum ether to afford 5- bromo-2-chloropyridine.

5-Bromo-2-chloropyridine Preparation Products And Raw materials

Preparation Products

5-Bromo-2-chloropyridineSupplier

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