2-Chloro-4-iodo-5-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Chloro-4-iodo-5-(trifluoromethyl)pyridine
• CAS No.: 505084-55-9
• Molecular Formula: C6H2ClF3IN
• Molecular Weight: 307.441
• Hs Code.: 2933399090
• European Community (EC) Number: 808-025-6
• DSSTox Substance ID: DTXSID40378715
• Nikkaji Number: J3.036.376K
• Wikidata: Q72452713
• Mol file: 505084-55-9.mol

Synonyms:505084-55-9;2-chloro-4-iodo-5-(trifluoromethyl)pyridine;2-chloro-5-(trifluoromethyl)-4-iodopyridine;2-Chloro-4-iodo-5-trifluoromethyl-pyridine;MFCD01862099;Pyridine, 2-chloro-4-iodo-5-(trifluoromethyl)-;4-PENTENYLPYRIDINE;SCHEMBL432680;DTXSID40378715;BCP11605;AKOS005063880;AC-5748;CS-W013962;PB12965;PS-7096;SY018000;A7490;AM20061264;C2999;FT-0649991;EN300-75470;J-508796;2-Chloro-5-(trifluoromethyl)-4-iodopyridine

Chemical Property of 2-Chloro-4-iodo-5-(trifluoromethyl)pyridine

Chemical Property:

• Vapor Pressure: 0.022mmHg at 25°C
• Melting Point: 126.0 to 130.0 °C
• Refractive Index: 1.54
• Boiling Point: 257.596 °C at 760 mmHg
• PKA: -2.74±0.10(Predicted)
• Flash Point: 109.59 °C
• PSA: 12.89000
• Density: 2.047 g/cm³
• LogP: 3.35840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: Chloroform, Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 306.88726
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99%Min ^*data from raw suppliers

2-Chloro-4-iodo-5-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CN=C1Cl)C(F)(F)F)I
• Uses: 2-chloro-5-(trifluoromethyl)-4-iodopyridine is used in preparation of pyridine-2,4-diamine derivatives as FAK inhibitors for the treatment of arthritis, inflammatory and immune disorders. 2-Chloro-4-iodo-5-(trifluoromethyl)pyridine is used in preparation of pyridine-2,4-diamine derivatives as FAK inhibitors for the treatment of arthritis, inflammatory and immune disorders.

Technology Process of 2-Chloro-4-iodo-5-(trifluoromethyl)pyridine

There total 2 articles about 2-Chloro-4-iodo-5-(trifluoromethyl)pyridine 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: 67.0%

2-chloro-5-trifluoromethylpyridine (52334-81-3) → 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (505084-55-9)

Guidance literature:

2-chloro-5-trifluoromethylpyridine; With diisopropylamine; lithium bromide; lithium N,N-diisopropylcarbamate; In tetrahydrofuran; hexane; at -75 ℃; for 2h;

With iodine; In tetrahydrofuran; hexane; at -75 ℃; for 0.75h;

DOI:10.1002/ejoc.200390215

Reference yield:

2-chloro-5-trifluoromethylpyridine (52334-81-3) → 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (505084-55-9) + 2-chloro-3-iodo-5-(trifluoromethyl)pyridine (505084-56-0)

Guidance literature:

2-chloro-5-trifluoromethylpyridine; With n-butyllithium; diisopropylamine; sodium bromide; In tetrahydrofuran; hexanes; at -78 - 0 ℃; for 1.16667h;

With iodine; In tetrahydrofuran; hexanes; at -78 ℃; for 2h;

Reference yield: 92.0%

4-fluoroboronic acid (1765-93-1) + 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (505084-55-9) → 2-chloro-4-(4-fluorophenyl)-5-(trifluoromethyl)pyridine (1206597-48-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; Reflux;

upstream raw materials:

2-chloro-5-trifluoromethylpyridine

Downstream raw materials:

2-chloro-5-(trifluoromethyl)pyridine-4-carboxylic acid

2-chloro-5-(trifluoromethyl)pyridine-4-carbaldehyde

2-chloro-3-iodo-5-(trifluoromethyl)pyridine

6-chloro-3-(trifluoromethyl)pyridine-2-carboxylic acid

Refernces

• 1、 -. "2-AMINO SUBSTITUTED PYRIDINE DERIVATIVE". Paragraph 0032. . Retrieved 2016/10/08.
• 2、 -. "KINASE INHIBITORS". Page/Page column 174. . Retrieved 2008/12/07.