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2-bromo-6-methylpyridin-4-amine

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2-bromo-6-methylpyridin-4-amine Basic information

Product Name:
2-bromo-6-methylpyridin-4-amine
Synonyms:
  • 2-bromo-6-methylpyridin-4-amine
  • 4-Amino-2-bromo-6-methylpyridine
  • 2-bromo-6-methyl-4-Pyridinamine
  • 2-Bromo-6-methylpyridin-4-ylamine
  • 2-Bromo-6-methylpyridin-4-amine, 4-Amino-6-bromo-2-picoline
  • 4-Amino-2-bromo-6-methylpyridin
  • 4-Pyridinamine, 2-bromo-6-methyl-
  • 2-bromo-6-methylpyridin-4-amine ISO 9001:2015 REACH
CAS:
79055-59-7
MF:
C6H7BrN2
MW:
187.04
Mol File:
79055-59-7.mol
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2-bromo-6-methylpyridin-4-amine Chemical Properties

Melting point:
179 °C(Solv: benzene (71-43-2))
Boiling point:
312.9±37.0 °C(Predicted)
Density 
1.593±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
powder
pka
5.55±0.50(Predicted)
color 
White
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Safety Information

HS Code 
2933399990
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2-bromo-6-methylpyridin-4-amine Usage And Synthesis

Application

4-Amino-2-bromo-6-methylpyridine can be used as an intermediate in organic synthesis. For example, the preparation of 2,4-dibromo-6-methylpyridine follows these steps: Bromine (2.57 g, 16.2 mmol) is added to a solution of 4-amino-2-bromo-6-methylpyridine (1.0 g, 5.4 mmol) cooled to -10 °C in 1.0 mL of 40% HBr aqueous solution, followed by the slow dissolution of sodium nitrite (1.86 g, 27.0 mmol) in 3.0 mL of water. The reaction mixture is warmed to room temperature and stirred for 3 hours. Subsequently, a saturated aqueous solution of sodium bicarbonate is added, and the reaction mixture is extracted with EtOAc (2 × 40 mL). The combined organic layers are washed with a saturated aqueous solution of sodium thiosulfate (2 × 40 mL) and water (2 × 40 mL). The organic layers are dried over sodium sulfate, filtered, and concentrated. The crude product was purified using a Redisep 12g silica gel column (0 to 100% EtOAc/hexane) to give 2,4-dibromo-6-methylpyridine as a colorless oil. XH NMR (300 MHz, CDCl3) Δδ 7.49 (d, J = 1.2 Hz, 1H), 7.28 (d, J = 1.2 Hz, 1H), 2.51 (s, 3H).

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