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4-Iodo-2-(trifluoromethyl)pyridine

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4-Iodo-2-(trifluoromethyl)pyridine Basic information

Product Name:
4-Iodo-2-(trifluoromethyl)pyridine
Synonyms:
  • 4-Iodo-2-(trifluoromethyl)pyridine97%
  • 4-Iodo-2-(trifluoromethyl)pyridine 97%
  • 4-IODO-2-(TRIFLUOROMETHYL)PYRIDINE
  • Pyridine,4-iodo-2-(trifluoromethyl)-
  • 2-(trifluoroMethyl)-4-iodopyridine
  • 4-IODE-2-(TRIFLUOROMETHYL)PYRIDINE
  • 4-Iodo-2-(trifluoromethyl)pyridine ISO 9001:2015 REACH
  • 4-Iode-2-(trifluoromethyl)pyridine (not restricted/prohibited)(lab chemical)
CAS:
590371-73-6
MF:
C6H3F3IN
MW:
272.99
Product Categories:
  • Pyridine
  • Pyridine series
  • Halides
  • Pyridines
  • Heterocycle
  • Fluorine series
Mol File:
590371-73-6.mol
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4-Iodo-2-(trifluoromethyl)pyridine Chemical Properties

Melting point:
24-26 °C
Boiling point:
206.2±35.0 °C(Predicted)
Density 
1.974g/ml
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
liquid
pka
-0.82±0.20(Predicted)
color 
Clear, colourless to pale yellow
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Safety Information

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2933399990
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4-Iodo-2-(trifluoromethyl)pyridine Usage And Synthesis

Uses

4-Iodo-2-(trifluoromethyl)pyridine is used as a reagent in the synthesis of aminoisoindoles as β-site amyloid precursor protein cleaving enzyme 1 (BACE1) inhibitors which exhibit in vivo brain reduction of β-amyloid peptides.

Reactivity Profile

4-Iodo-2-(trifluoromethyl)pyridine could be cleanly deprotonated by LIDA in tetrahydrofuran at –75 °C[1]. Trapping of the organometallic intermediates with dry ice followed by neutralization gave the 4-iodo-2-(trifluoromethyl)pyridine-3-carboxylic acid (16, 31%). a: LIDA in THF at –75 °C for 2 h; b: (1.) Excess solid carbon dioxide, (2.) Hydrochloric acid.

References

[1] Schlosser M, et al. Further Metalations and Functionalizations of Chloro-, Bromo- and Iodo(trifluoromethyl)pyridines. Synthesis, 2004; 10: 1619-1624.

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