3-Fluoro-2-iodopyridine

Base Information

• Chemical Name: 3-Fluoro-2-iodopyridine
• CAS No.: 146141-04-0
• Molecular Formula: C5H3FIN
• Molecular Weight: 222.988
• Hs Code.: 2933399090
• European Community (EC) Number: 881-831-3
• DSSTox Substance ID: DTXSID00364053
• Nikkaji Number: J566.235D
• Wikidata: Q72473706
• Mol file: 146141-04-0.mol

Synonyms:3-fluoro-2-iodopyridine;146141-04-0;Pyridine, 3-fluoro-2-iodo-;2-Iodo-3-fluoropyridine;3-Fluoro-2-iodo-pyridine;Pyridine,3-fluoro-2-iodo-;SCHEMBL102605;DTXSID00364053;AMY31495;MFCD03095288;AKOS015853145;3-Fluoro-2-iodo-pyridine, AldrichCPR;AB13656;CS-W013107;AC-27998;DS-20251;FT-0650497;EN300-191255;A808462;W-205631

Chemical Property of 3-Fluoro-2-iodopyridine

Chemical Property:

• Refractive Index: 1.471
• Boiling Point: 203.108 °C at 760 mmHg
• PKA: -0.58±0.10(Predicted)
• Flash Point: 76.637 °C
• PSA: 12.89000
• Density: 2.047 g/cm³
• LogP: 1.82530
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 222.92942
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Fluoro-2-Iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)I)F

Technology Process of 3-Fluoro-2-iodopyridine

There total 5 articles about 3-Fluoro-2-iodopyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-chloro-3-fluoropyridine (17282-04-1) → 3-fluoro-2-iodopyridine (146141-04-0)

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In 1,4-dioxane; at 80 ℃;

Reference yield: 95.0%

3-fluoro-4-iodopyridine (22282-75-3) → 3-fluoro-2-iodopyridine (146141-04-0)

Guidance literature:

With water; lithium diisopropyl amide; In tetrahydrofuran; 1.) -75 deg C, 1.5 h, 2.) -75 deg C, 2 h;

DOI:10.1021/jo00079a031

Reference yield: 57.0%

3-Fluoropyridine (372-47-4) → 3-fluoro-4-iodopyridine (22282-75-3) + 3-fluoro-2-iodopyridine (146141-04-0)

Guidance literature:

3-Fluoropyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc dichloro(N,N,N′,N′-tetramethylethylenediamine); In tetrahydrofuran; hexane; at 20 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 20 ℃; Concentration; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.03.022

upstream raw materials:

3-fluoro-4-iodopyridine

3-Fluoropyridine

2-chloro-3-fluoropyridine

Downstream raw materials:

2,2-dimethyl-N-{2-[3-fluoro-4-(2-pivaloylaminophenyl)-2-pyridyl]phenyl}propanamide

2,2-dimethyl-N-{2-[3-fluoro-4-(2-quinolyl)-2-pyridyl]phenyl}propanamide

2,2-dimethyl-N-{2-[3-fluoro-4-(2-pyridyl)-2-pyridyl]phenyl}propanamide

2,2-dimethyl-N-{2-[3-fluoro-4-(2-thienyl)-2-pyridyl]phenyl}propanamide

Refernces

• 1、 Do, Hien-Quang,Daugulis, Olafs. "Copper-catalyzed cyanation of heterocycle carbon-hydrogen bonds". supporting information; experimental part. p. 2517 - 2519. Retrieved 2010/08/07.
• 2、 Rocca, P.,Cochennec, C.,Marsais, F.,Thomas-dit-Dumont, L.,Mallet, M.,et al.. "First Metalation of Aryl Iodides: Directed Ortho-Lithiation of Iodopyridines, Halogen-Dance, and Application to Synthesis". . p. 7832 - 7838. Retrieved 2007/10/02.