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Pyridine, 2-bromo-5-(chloromethyl)- (9CI)

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Pyridine, 2-bromo-5-(chloromethyl)- (9CI) Basic information

Product Name:
Pyridine, 2-bromo-5-(chloromethyl)- (9CI)
Synonyms:
  • Pyridine, 2-bromo-5-(chloromethyl)- (9CI)
  • 2-BroMo-5-(chloroMethyl)pyridine
  • Pyridine, 2-bromo-5-(chloromethyl)-
  • 7-(diethylamino)-3-(1,3-dimethylbenzimidazol-3-ium-2-yl)chromen-2-one,
  • 2-Fluoro-11-(methylthio)pyridine
CAS:
168173-56-6
MF:
C6H5BrClN
MW:
206.47
EINECS:
248-666-3
Product Categories:
  • PYRIDINE
Mol File:
168173-56-6.mol
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Pyridine, 2-bromo-5-(chloromethyl)- (9CI) Chemical Properties

Boiling point:
285.0±25.0 °C(Predicted)
Density 
1.631±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
0.02±0.10(Predicted)
Appearance
White to off-white Solid
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Pyridine, 2-bromo-5-(chloromethyl)- (9CI) Usage And Synthesis

Synthesis

122306-01-8

168173-56-6

General procedure for the synthesis of 2-bromo-5-(chloromethyl)pyridine from 2-bromo-5-(hydroxymethyl)pyridine: (6-bromopyridin-3-yl)methanol (1.000 g) was dissolved in dichloromethane (DCM, 10 mL) and cooled to 0°C. Thionyl chloride (1.260 g) was added slowly dropwise with stirring. After the dropwise addition was completed, the ice bath was removed and the reaction mixture was allowed to warm naturally to room temperature and stirring was continued for 2 hours. Upon completion of the reaction, the reaction solution was concentrated directly to give 1.050 g of 2-bromo-5-(chloromethyl)pyridine.

References

[1] Patent: WO2006/114213, 2006, A1. Location in patent: Page/Page column 30
[2] Patent: US5420270, 1995, A
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 7, p. 3201 - 3215
[4] Inorganic Chemistry, 2016, vol. 55, # 16, p. 7944 - 7953
[5] Journal of Biological Inorganic Chemistry, 2018, vol. 23, # 7, p. 1139 - 1151

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