4-Iodo-2-(trifluoromethyl)pyridine

CAS NO.：590371-73-6
Empirical Formula: C6H3F3IN
Molecular Weight: 272.99
MDL number: MFCD08234939
SAFETY DATA SHEET (SDS)
Update Date: 2023-10-17 11:53:47

What is 4-Iodo-2-(trifluoromethyl)pyridine ?

The Uses of 4-Iodo-2-(trifluoromethyl)pyridine

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.

Properties of 4-Iodo-2-(trifluoromethyl)pyridine

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
pka	-0.82±0.20(Predicted)
color	Clear, colourless to pale yellow

Safety information for 4-Iodo-2-(trifluoromethyl)pyridine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H227:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.