2-Methyl-6-(3-(phenylthio)prop-1-ynyl)pyridine

Base Information

• Chemical Name: 2-Methyl-6-(3-(phenylthio)prop-1-ynyl)pyridine
• CAS No.: 851855-84-0
• Molecular Formula: C15H13NS
• Molecular Weight: 239.341
• UNII: FXK4KLK3G8
• ChEMBL ID: CHEMBL214874
• Mol file: 851855-84-0.mol

Synonyms:CHEMBL214874;FXK4KLK3G8;2-methyl-6-(3-(phenylthio)prop-1-ynyl)pyridine;2-methyl-6-(3-phenylsulfanylprop-1-ynyl)pyridine;851855-84-0;SCHEMBL5703368;BDBM50191120;PD180556;2-Methyl-6-[3-(phenylthio)-1-propyn-1-yl]pyridine;Pyridine, 2-methyl-6-[3-(phenylthio)-1-propyn-1-yl]-

Chemical Property of 2-Methyl-6-(3-(phenylthio)prop-1-ynyl)pyridine

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 239.07687059
• Heavy Atom Count: 17
• Complexity: 282

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)C#CCSC2=CC=CC=C2

Technology Process of 2-Methyl-6-(3-(phenylthio)prop-1-ynyl)pyridine

There total 3 articles about 2-Methyl-6-(3-(phenylthio)prop-1-ynyl)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: 39.0%

3-(6-methylpyridin-2-yl)prop-2-yn-1-yl methanesulfonate (329204-78-6) + thiophenol (108-98-5) → 2-methyl-6-[3-(phenylthio)prop-1-yn-1-yl]pyridine (851855-84-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2006.06.078

Reference yield:

3-(6-methyl-pyridin-2-yl)prop-2-yn-1-ol (170859-78-6) → 2-methyl-6-[3-(phenylthio)prop-1-yn-1-yl]pyridine (851855-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NEt₃ / CH₂Cl₂ / 1 h / -20 °C

2: 39 percent / NEt₃ / tetrahydrofuran / 1 h / 20 °C

With triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2006.06.078

Reference yield:

2-bromo-6-methylpyridine (5315-25-3) → 2-methyl-6-[3-(phenylthio)prop-1-yn-1-yl]pyridine (851855-84-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / (PPh₃)2PdCl₂; CuI; NEt₃ / 60 °C

2: 100 percent / NEt₃ / CH₂Cl₂ / 1 h / -20 °C

3: 39 percent / NEt₃ / tetrahydrofuran / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; dichloromethane; 1: Sonogashira coupling;

DOI:10.1016/j.bmcl.2006.06.078

upstream raw materials:

3-(6-methylpyridin-2-yl)prop-2-yn-1-yl methanesulfonate

thiophenol

3-(6-methyl-pyridin-2-yl)prop-2-yn-1-ol

2-bromo-6-methylpyridine