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5-BROMO-2-CHLORO-3-METHOXYPYRIDINE

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5-BROMO-2-CHLORO-3-METHOXYPYRIDINE Basic information

Product Name:
5-BROMO-2-CHLORO-3-METHOXYPYRIDINE
Synonyms:
  • 5-BROMO-2-CHLORO-3-METHOXYPYRIDINE
  • 2-CHLORO-3-METHOXY-5-BROMOPYRIDINE
  • Pyridine, 5-bromo-2-chloro-3-methoxy-
  • 5-bromo-2-chloro-3-methoxy
CAS:
286947-03-3
MF:
C6H5BrClNO
MW:
222.47
Mol File:
286947-03-3.mol
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5-BROMO-2-CHLORO-3-METHOXYPYRIDINE Chemical Properties

Melting point:
68-72°C
Boiling point:
245.6±35.0 °C(Predicted)
Density 
1.650±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
solid
pka
-3.02±0.10(Predicted)
color 
White to off-white
InChI
InChI=1S/C6H5BrClNO/c1-10-5-2-4(7)3-9-6(5)8/h2-3H,1H3
InChIKey
GFJMOZYIDADKLJ-UHFFFAOYSA-N
SMILES
C1(Cl)=NC=C(Br)C=C1OC
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Safety Information

Hazard Codes 
Xn,T
Risk Statements 
22-41-25
Safety Statements 
26-39-45
RIDADR 
2811
WGK Germany 
3
HazardClass 
IRRITANT
PackingGroup 
HS Code 
2933399990
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5-BROMO-2-CHLORO-3-METHOXYPYRIDINE Usage And Synthesis

Synthesis

286946-77-8

74-88-4

286947-03-3

Step 3: Synthesis of 5-bromo-2-chloro-3-methoxypyridine 5-Bromo-2-chloro-3-hydroxypyridine (1.88 g, 9 mmol), iodomethane (1.42 g, 10 mmol) and potassium carbonate (K2CO3, 2.76 g, 20 mmol) were dissolved in acetonitrile. The reaction mixture was stirred at 80 °C for 4 hours. After completion of the reaction, the solvent was removed by evaporation and the residue was dissolved in dichloromethane (CH2Cl2). The resulting solution was washed with water and the organic phase was dried over anhydrous sodium sulfate and concentrated. Finally, the target product 5-bromo-2-chloro-3-methoxypyridine (1.62 g, 81% yield) was purified by silica gel column chromatography. Mass spectrum (ESI) m/z: 223.9 [M + 1].

References

[1] Patent: EP2952510, 2015, A1. Location in patent: Paragraph 0148
[2] Patent: US2002/19388, 2002, A1
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3627 - 3644
[4] Patent: EP1147112, 2003, B1. Location in patent: Page/Page column 35
[5] Patent: US2003/225268, 2003, A1. Location in patent: Page 31-32

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