Basic information Safety Supplier Related

2-Bromo-4-dimethylaminopyridine

Basic information Safety Supplier Related

2-Bromo-4-dimethylaminopyridine Basic information

Product Name:
2-Bromo-4-dimethylaminopyridine
Synonyms:
  • 2-Bromo-4-dimethylaminopyridine
  • 2-Bromo-N,N-dimethylpyridin-4-amine
  • 2-BroMo-N,N-diMethylpyridine-4-aMine
  • 2-Bromo-4-(dimethylamino)pyridine 98%
  • 4-Pyridinamine, 2-bromo-N,N-dimethyl-
  • 2-Bromo-N,N-dimethyl-4-pyridinamine
CAS:
396092-82-3
MF:
C7H9BrN2
MW:
201.06
Product Categories:
  • Heterocycle-Pyridine series
Mol File:
396092-82-3.mol
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2-Bromo-4-dimethylaminopyridine Chemical Properties

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
solid
color 
Light yellow to yellow
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Safety Information

HazardClass 
IRRITANT
HS Code 
2933399990
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2-Bromo-4-dimethylaminopyridine Usage And Synthesis

Synthesis

58530-53-3

124-40-3

396092-82-3

The general procedure for the synthesis of 2-bromo-4-dimethylaminopyridine from 2,4-dibromopyridine and dimethylamine was as follows: 2,4-dibromopyridine (100 mg, 0.31 mmol) was dissolved in ethanol (2 mL), and 33% ethanol solution of dimethylamine was added. The reaction mixture was heated and stirred at 50 °C for 5 hours. After completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. The crude product was purified by an ISCO? automated column chromatography system using a silica gel column eluting with a 0-70% ethyl acetate/pentane gradient. The target product 2-bromo-4-dimethylaminopyridine (51 mg, 0.25 mmol, 81% yield) was obtained. The structure of the product was confirmed by 1H-NMR (CDCl3, 400 MHz): δ 3.0 (s, 6H), 6.4 (m, 1H), 6.6 (s, 1H), 7.9 (d, 1H). Mass spectrometry (APCI) showed the molecular ion peak m/z 201 [MH]+.

References

[1] Patent: WO2007/57775, 2007, A1. Location in patent: Page/Page column 159-160

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