146141-04-0

Basic information

• Product Name: 3-FLUORO-2-IODOPYRIDINE
• Synonyms: 3-FLUORO-2-IODOPYRIDINE;2-IODO-3-FLUOROPYRIDINE
• CAS NO: 146141-04-0
• Molecular Formula: C₅H₃FIN
• Molecular Weight: 222.99
• EINECS: 1308068-626-2
• Product Categories: Chemical Synthesis;Fluorinated Building Blocks;Heterocyclic Fluorinated Building Blocks;Other Fluorinated Heterocycles;Pyridines;Pyridine;pharmacetical;Building Blocks
• Mol File: 146141-04-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 203.108 °C at 760 mmHg
• Flash Point: 76.637 °C
• Appearance: /
• Density: 2.047 g/cm³
• Refractive Index: 1.471
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: -0.58±0.10(Predicted)
• CAS DataBase Reference: 3-FLUORO-2-IODOPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO-2-IODOPYRIDINE(146141-04-0)
• EPA Substance Registry System: 3-FLUORO-2-IODOPYRIDINE(146141-04-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 146141-04-0(Hazardous Substances Data)

Usage

General Description

3-Fluoro-2-iodopyridine is a chemical compound with the molecular formula C5H3FIN. It is a member of the pyridine family and contains a fluorine and iodine atom attached to the pyridine ring. 3-FLUORO-2-IODOPYRIDINE is often used as a building block in organic synthesis and medicinal chemistry. It is a versatile intermediate that can be used to create a variety of different compounds with potentially valuable properties. Its unique structure makes it useful for the development of pharmaceuticals, agrochemicals, and materials science applications. Additionally, its fluorine and iodine substituents make it particularly useful for various types of chemical reactions and transformations.

InChI:InChI=1/C6H6FNO/c1-9-6-5(7)3-2-4-8-6/h2-4H,1H3

Upstream product

• 372-47-4 3-Fluoropyridine 
• 17282-04-1 2-chloro-3-fluoropyridine 
• 22282-75-3 3-fluoro-4-iodopyridine 

Downstream Products

• 197177-70-1 2,2-dimethyl-N-{2-[3-fluoro-4-(2-pivaloylaminophenyl)-2-pyridyl]phenyl}propanamide 
• 197177-73-4 2,2-dimethyl-N-{2-[3-fluoro-4-(2-quinolyl)-2-pyridyl]phenyl}propanamide 
• 197177-71-2 2,2-dimethyl-N-{2-[3-fluoro-4-(2-pyridyl)-2-pyridyl]phenyl}propanamide 
• 197177-72-3 2,2-dimethyl-N-{2-[3-fluoro-4-(2-thienyl)-2-pyridyl]phenyl}propanamide 
• 197177-80-3 2-(3-Fluoro-4-quinolin-2-yl-pyridin-2-yl)-phenylamine 
• 197177-77-8 C₁₇H₁₄FN₃ 
• 197177-81-4 2,2-dimethyl-N-<2-(3-fluoro-4-iodo-2-pyridyl)phenyl>propanamide 
• 197177-82-5 2,2-dimethyl-N-[2-(4-ethyl-3-fluoro-2-pyridyl)phenyl]propanamide 
• 197177-79-0 2-(3-Fluoro-4-thiophen-2-yl-pyridin-2-yl)-phenylamine 

Relevant articles and documents

Deprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships

A series of methoxy- and fluoro-pyridines have been deprotometalated in tetrahydrofuran at room temperature by using a mixed lithium-zinc combination obtained from ZnCl2·TMEDA (TMEDA=N,N,N′,N′-tetramethylethylenediamine) and LiTMP (TMP=2,2,6,6-tetramethylpiperidino) in a 1:3 ratio, and the metalated species intercepted by iodine. Efficient functionalization at the 3 position was observed from 4-methoxy, 2-methoxy, 2,6-dimethoxy, 2-fluoro and 2,6-difluoropyridine, and at the 4 position from 3-methoxy and 2,3-dimethoxypyridine. Interestingly, clean dideprotonation was noted from 3-fluoropyridine (at C2 and C4) and 2,6-difluoropyridine (at C3 and C5). The obtained regioselectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase (DFT B3LYP and G3MP2B3 levels) and in THF solution. In the case of methoxypyridines, the pKa values have also been calculated for complexes with LiCl and LiTMP.

NOVEL ALKYNYL DERIVATIVES AS MODULATORS OF METABOTROPIC GLUTAMATE RECEPTORS

The present invention relates to novel compounds of formula (I) wherein W, n, X and W’ are defined in the description; invention compounds are modulators of metabotropic glutamate receptors - subtype 5 (“mGluR5”) which are useful for the treatment of central nervous system disorders as well as other disorders modulated by mGluR5 receptors.

First Metalation of Aryl Iodides: Directed Ortho-Lithiation of Iodopyridines, Halogen-Dance, and Application to Synthesis

Metalation of iodopyridines was succesfully achieved by LDA at low temperature.In many cases, lithiation is ortho directed by the iodo group which subsequently ortho-migrates very fast to give stabilized iodolithiopyridines.This procedure was applied to 2