5-Chloro-3-(4-methylsulfonylphenyl)-2-pyridin-3-ylpyridine

Base Information

• Chemical Name: 5-Chloro-3-(4-methylsulfonylphenyl)-2-pyridin-3-ylpyridine
• CAS No.: 202409-31-2
• Molecular Formula: C17H13ClN2O2S
• Molecular Weight: 344.81500
• DSSTox Substance ID: DTXSID40332079
• Nikkaji Number: J1.947.209D
• Wikidata: Q27107146
• Pharos Ligand ID: HAQ62XDNF3QQ
• ChEMBL ID: CHEMBL94938
• Mol file: 202409-31-2.mol

Synonyms:202409-31-2;5-chloro-3-(4-methylsulfonylphenyl)-2-pyridin-3-ylpyridine;2,3'-Bipyridine, 5-chloro-3-[4-(methylsulfonyl)phenyl]-;CHEMBL94938;5-chloro-3-(4-(methylsulfonyl)phenyl)-2,3'-bipyridine;CHEBI:6338;L787257;Desmethyl etoricoxib;SCHEMBL4891339;DTXSID40332079;BDBM50072067;AKOS030240065;CS-0144961;FT-0719760;F87199;Q27107146;5-Chloro-3-(4-methanesulfonyl-phenyl)-[2,3'']bipyridinyl;5-Chloro-3-(4-methylsulfonylphenyl)-2-(pyridin-3-yl)pyridine (6'-Desmethyletoricoxib);5-Chloro-3-[4-(methylsulfonyl)phenyl]-2,3'-bipyridine;5-Chloro-3-(4-methylsulfonylphenyl)-2-(3-pyridyl)pyridine

Chemical Property of 5-Chloro-3-(4-methylsulfonylphenyl)-2-pyridin-3-ylpyridine

Chemical Property:

• Boiling Point: 511.2±50.0 °C(Predicted)
• PKA: 2.95±0.12(Predicted)
• PSA: 68.30000
• Density: 1.325±0.06 g/cm3(Predicted)
• LogP: 4.94830
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 344.0386265
• Heavy Atom Count: 23
• Complexity: 485

Purity/Quality:

99% ^*data from raw suppliers

DesmethylEtoricoxib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)C1=CC=C(C=C1)C2=C(N=CC(=C2)Cl)C3=CN=CC=C3

Technology Process of 5-Chloro-3-(4-methylsulfonylphenyl)-2-pyridin-3-ylpyridine

There total 18 articles about 5-Chloro-3-(4-methylsulfonylphenyl)-2-pyridin-3-ylpyridine 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: 80.0%

2-(4-methanesulfonyl-phenyl)-1-pyridin-3-yl-ethanone (40061-50-5) + 2,3-dichloroacrolein (99414-75-2) → 5-Chloro-3-(4-(methylsulfonyl)phenyl)-2-(3-pyridinyl)pyridine (202409-31-2)

Guidance literature:

2-(4-methanesulfonyl-phenyl)-1-pyridin-3-yl-ethanone; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20 ℃; for 1h;

2,3-dichloroacrolein; With ammonium acetate; ammonia; In toluene; at -78 - 60 ℃; for 2.5h;

Reference yield: 55.0%

2-(4-methanesulfonyl-phenyl)-1-pyridin-3-yl-ethanone (40061-50-5) + 2-chloromalonaldehyde (50704-42-2) → 5-Chloro-3-(4-(methylsulfonyl)phenyl)-2-(3-pyridinyl)pyridine (202409-31-2)

Guidance literature:

With ammonium acetate; at 130 - 136 ℃; for 15h; Neat (no solvent);

Reference yield: 55.0%

2-bromo-5-chloro-3-(4-(methylsulfonyl)phenyl)pyridine (202409-81-2) + 3-pyridylboronic acid (1692-25-7) → 5-Chloro-3-(4-(methylsulfonyl)phenyl)-2-(3-pyridinyl)pyridine (202409-31-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In 1,4-dioxane; for 20h; Concentration; Inert atmosphere; Reflux;

upstream raw materials:

2,5-dichloro-3-[4-(methylsulfonyl)phenyl]pyridine

5-chloro-2-pyridylamine

2-amino-3-bromo-5-chloropyridine

5-chloro-3-(4-methylthiophenyl)-2-pyridinamine

Refernces

• 1、 -. "Preparation technology of etoricoxib and reference substance 5-chloro-3-(4-(methyl sulphonyl)phenyl)-2,3-bipyridine of etoricoxib". Paragraph 0041-0043; 0051-0053; 0114; 0121; 0122; 0131-133. . Retrieved 2017/08/28.
• 2、 -. "Process for making diaryl pyridines useful as cox-2 inhibitors". Page column 13. . Retrieved 2010/01/31.