Pyridine, 2-(5-chloro-2-thienyl)-

Base Information

• Chemical Name: Pyridine, 2-(5-chloro-2-thienyl)-
• CAS No.: 123784-09-8
• Molecular Formula: C₉H₆ClNS
• Molecular Weight: 195.672
• Mol file: 123784-09-8.mol

Synonyms:2-(5-Chloro-thiophen-2-yl)-pyridine;2-(5-chloro-2-thienyl)pyridine;

Chemical Property of Pyridine, 2-(5-chloro-2-thienyl)-

Chemical Property:

• PSA: 41.13000
• LogP: 3.46350

Purity/Quality:

99% ^*data from raw suppliers

2-(5-Chloro-2-thienyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyridine, 2-(5-chloro-2-thienyl)-

There total 5 articles about Pyridine, 2-(5-chloro-2-thienyl)- 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: 86.0%

2'-(2-thienyl)pyridine (3319-99-1) → 2-(5-chloro-2-thienyl)pyridine (123784-09-8)

Guidance literature:

With N-chloro-succinimide; In chloroform; at 80 ℃; for 18h;

DOI:10.1002/adsc.201600410

Reference yield: 85.0%

2-thienyl chloride (96-43-5) + 2-chloropyridine (109-09-1) → 2-(5-chloro-2-thienyl)pyridine (123784-09-8)

Guidance literature:

2-thienyl chloride; With n-butyllithium; In tetrahydrofuran; at -75 ℃; for 1h; Inert atmosphere;

With zinc dichloro(N,N,N′,N′-tetramethylethylenediamine); In tetrahydrofuran; at -75 - 20 ℃;

2-chloropyridine; Further stages;

DOI:10.1055/s-0028-1087347

Reference yield: 68.0%

2-thienyl chloride (96-43-5) + 2-bromo-pyridine (109-04-6) → 2-(5-chloro-2-thienyl)pyridine (123784-09-8)

Guidance literature:

2-thienyl chloride; With n-butyllithium; magnesium bromide; In tetrahydrofuran; at 20 ℃; for 2h;

2-bromo-pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; for 18h; Heating;

DOI:10.1016/j.tet.2005.03.024

upstream raw materials:

2'-(2-thienyl)pyridine

2-thienyl chloride

2-bromo-pyridine

thiophene-2-carbonitrile

Refernces

• 1、 Seggio, Anne,Jutand, Anny,Priem, Ghislaine,Mongin, Florence. "Synthesis of unsymmetrical heterobiaryls using palladium-catalyzed cross-coupling reactions of lithium organozincates". . p. 2955 - 2960. Retrieved 2008.
• 2、 Wippich, Julian,Truchan, Nadina,Bach, Thorsten. "Rhodium-Catalyzed N-tert-Butoxycarbonyl (Boc) Amination by Directed C H Bond Activation". supporting information. p. 2083 - 2087. Retrieved 2016/07/16.
• 3、 Seggio, Anne,Priem, Ghislaine,Chevallier, Floris,Mongin, Florence. "Palladium-catalyzed cross-couplings of lithium arylzincates with aromatic halides: Synthesis of analogues of isomeridianin G and evaluation as GSK-3β inhibitors". experimental part. p. 3617 - 3632. Retrieved 2010/03/05.