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5-bromo-6-fluoropyridin-2-amine

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5-bromo-6-fluoropyridin-2-amine Basic information

Product Name:
5-bromo-6-fluoropyridin-2-amine
Synonyms:
  • 126033
  • 2-Amine-5-Bromo-6-Fluoropyridin
  • 6-AMino-3-broMo-2-fluoropyridine
  • 5-BROMO-6-FLUORO-2-PYRIDINAMINE
  • 5-Bromo-6-fluoropyridin-2-ylamine
  • 5-bromo-6-fluoropyridin-2-amine
  • 2-Amino-5-bromo-6-fluoropyridine
  • 2-Pyridinamine, 5-bromo-6-fluoro-
CAS:
944401-65-4
MF:
C5H4BrFN2
MW:
191
Mol File:
944401-65-4.mol
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5-bromo-6-fluoropyridin-2-amine Chemical Properties

Boiling point:
245℃
Density 
1.813
Flash point:
102℃
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
1.25±0.10(Predicted)
Appearance
Off-white to light brown Solid
InChI
InChI=1S/C5H4BrFN2/c6-3-1-2-4(8)9-5(3)7/h1-2H,(H2,8,9)
InChIKey
SJXWFNBZBXZDCL-UHFFFAOYSA-N
SMILES
C1(N)=NC(F)=C(Br)C=C1
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Safety Information

HS Code 
2933399990
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5-bromo-6-fluoropyridin-2-amine Usage And Synthesis

Uses

2-Amino-5-bromo-6-fluoropyridine is an organic intermediate, which can be prepared by bromination of 6-fluoropyridin-2-amine.

Synthesis

A solution of 6-fluoropyridin-2-amine (AlfaAesar, WardH, MA, 5.16 g, 46.0 mmol) in CAN (230 mL) was stirred at 0 ??C, then NBS (8.19 g, 46.0 mmol) was added as solvent. It was dissolved in CAN (100 mL) through the addition funnel within 30 min. After addition, the resulting green solution was stirred for another 30 min. The reaction mixture was then concentrated under reduced pressure and the residue was dissolved in DCM (20 mL) and adsorbed onto silica. Chromatographic purification (silica gel, 0-75% EtOAc in hexane solution) afforded 2-amino-5-bromo-6-fluoropyridine. White foam, yield 7.6 g, 39.8 mmol, 86%. 1HNMR (400 MHz, MeOH-d4) δ ppm 7.59 (1H, t, J=8.9 Hz), 6.32 (1H, dd, J=8.5, 1.5 Hz). m/z (ESI+) 191.0 (M+H)+.

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