2-Fluoro-3-iodopyridine

Base Information

• Chemical Name: 2-Fluoro-3-iodopyridine
• CAS No.: 113975-22-7
• Molecular Formula: C5H3FIN
• Molecular Weight: 222.988
• Hs Code.: 29333990
• European Community (EC) Number: 675-078-8
• DSSTox Substance ID: DTXSID60426560
• Nikkaji Number: J1.653.222C
• Wikidata: Q72473693
• Mol file: 113975-22-7.mol

Synonyms:2-Fluoro-3-iodopyridine;113975-22-7;2-fluoro-3-iodo-pyridine;Pyridine, 2-fluoro-3-iodo-;MFCD03095287;2-fluoro-3 iodopyridine;2-fluoro-3-iodo-pyridin;2- fluoro-3-iodopyridine;SCHEMBL320677;2-Fluoro-3-iodopyridine, 97%;DTXSID60426560;WCDCAXVNBOLWNO-UHFFFAOYSA-N;CS-D0937;AKOS005063878;AB13652;AC-3163;DS-1318;PS-7810;SY004135;AM20050680;F0733;FT-0601878;EN300-83023;A803112;W-204827;Z1238548161

Chemical Property of 2-Fluoro-3-iodopyridine

Chemical Property:

• Appearance/Colour: Salmon-coloured solid
• Vapor Pressure: 0.1mmHg at 25°C
• Melting Point: 45-46 °C
• Refractive Index: 1.599
• Boiling Point: 230.328 °C at 760 mmHg
• PKA: -2.45±0.10(Predicted)
• Flash Point: 93.099 °C
• PSA: 12.89000
• Density: 2.046 g/cm³
• LogP: 1.82530
• Storage Temp.: Refrigerated.
• Sensitive.: Light Sensitive
• XLogP3: 1.9
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-41-37/38
• Safety Statements: 22-26-36/37/39-39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)F)I

Technology Process of 2-Fluoro-3-iodopyridine

There total 8 articles about 2-Fluoro-3-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: 92.0%

2-fluoropyridine (372-48-5) → 2-fluoro-3-iodopyridine (113975-22-7)

Guidance literature:

2-fluoropyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 4h;

With iodine; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Reference yield: 82.0%

2-fluoropyridine (372-48-5) → 2-fluoro-3,6-diiodopyridine (1245321-31-6) + 2-fluoro-3-iodopyridine (113975-22-7)

Guidance literature:

2-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

Reference yield: 65.0%

2-chloro-3-iodopyridine (78607-36-0) → 2-fluoro-3-iodopyridine (113975-22-7)

Guidance literature:

With cesium fluoride; In dimethyl sulfoxide; at 130 ℃; for 4h;

DOI:10.1016/j.tetlet.2015.09.057

upstream raw materials:

2-fluoropyridine

3-Lithio-2-fluoropyridine

3-bromo-2-fluoropyridine

2-chloro-3-iodopyridine

Downstream raw materials:

N-Cyclopropyl-3-iodo-pyridin-2-amine

1,2-dimethylpyrrolo<2,3-b>pyridine

2-tert-butyl-1-methylpyrrolo<2,3-b>pyridine

2-cyclopropylmethoxy-3-iodopyridine

Refernces

• 1、 Saitton, Stina,Kihlberg, Jan,Luthman, Kristina. "A synthetic approach to 2,3,4-substituted pyridines useful as scaffolds for tripeptidomimetics". . p. 6113 - 6120. Retrieved 2004.
• 2、 -. "PYRIMIDINE AND TRIAZINE DERIVATIVES AND THEIR USE AS AXL INHIBITORS". Page/Page column 57-58. . Retrieved 2016/07/05.
• 3、 Hedidi, Madani,Bentabed-Ababsa, Ghenia,Derdour, A?cha,Halauko, Yury S.,Ivashkevich, Oleg A.,Matulis, Vadim E.,Chevallier, Floris,Roisnel, Thierry,Dorcet, Vincent,Mongin, Florence. "Deprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships". . p. 2196 - 2205. Retrieved 2016/04/09.