2-(5-Methylthiophen-2-yl)pyridine

Base Information

• Chemical Name: 2-(5-Methylthiophen-2-yl)pyridine
• CAS No.: 139003-60-4
• Molecular Formula: C₁₀H₉NS
• Molecular Weight: 175.254
• DSSTox Substance ID: DTXSID60577389
• Nikkaji Number: J885.908F
• Wikidata: Q82467367
• Mol file: 139003-60-4.mol

Synonyms:2-(5-Methylthiophen-2-yl)pyridine;139003-60-4;2-(5-methyl-2-thienyl)pyridine;SCHEMBL146382;DTXSID60577389;5-(2-pyridyl)-2-methylthiophene;AKOS006286118

Chemical Property of 2-(5-Methylthiophen-2-yl)pyridine

Chemical Property:

• PSA: 41.13000
• LogP: 3.11850
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.04557046
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

2-(5-Methylthiophen-2-yl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(S1)C2=CC=CC=N2

Technology Process of 2-(5-Methylthiophen-2-yl)pyridine

There total 9 articles about 2-(5-Methylthiophen-2-yl)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: 97.0%

2-bromo-pyridine (109-04-6) + tributyl-(5-methylthiophen-2-yl)stannane (107311-67-1) → 2-(5-methylthiophene-2-yl)pyridine (139003-60-4)

Guidance literature:

With cesium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 36h;

DOI:10.1021/ja065645z

Reference yield: 88.0%

2-Methylthiophene (554-14-3) + 2-bromo-pyridine (109-04-6) → 2-(5-methylthiophene-2-yl)pyridine (139003-60-4)

Guidance literature:

With C₄₀H₃₆N₂O₂Pd⁽²⁺⁾*2C₂H₄O₂; potassium carbonate; Trimethylacetic acid; In N,N-dimethyl acetamide; at 100 ℃; for 24h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo402745b

Reference yield: 73.0%

pyridine (110-86-1) + 2-Methylthiophene (554-14-3) → 2-(5-methylthiophene-2-yl)pyridine (139003-60-4)

Guidance literature:

With 1,10-Phenanthroline; silver(I) acetate; palladium diacetate; Trimethylacetic acid; at 140 ℃; for 24h; Reagent/catalyst; Concentration; regioselective reaction; Inert atmosphere;

DOI:10.1039/c3sc50348h

upstream raw materials:

N-ethoxycarbonylpyridinium chloride

2-lithio-5-methylthiophene

1-(2-pyridyl)pentan-1,4-dione

2-bromo-pyridine