6-Methyl-2,3'-bipyridine

Base Information

• Chemical Name: 6-Methyl-2,3'-bipyridine
• CAS No.: 78210-78-3
• Molecular Formula: C₁₁H₁₀N₂
• Molecular Weight: 170.214
• ChEMBL ID: CHEMBL368048
• DSSTox Substance ID: DTXSID70559191
• Wikidata: Q82441828
• Mol file: 78210-78-3.mol

Synonyms:6-Methyl-2,3'-bipyridine;78210-78-3;2,3'-Bipyridine, 6-methyl-;CHEMBL368048;2-methyl-6-pyridin-3-ylpyridine;6-Methyl-[2,3']Bipyridinyl;SCHEMBL3609216;DTXSID70559191;6-Methyl-[2,3'''']bipyridinyl;BDBM50158917;BS-51822;D84351;US8609708, 67

Chemical Property of 6-Methyl-2,3'-bipyridine

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.084398327
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)C2=CN=CC=C2

Technology Process of 6-Methyl-2,3'-bipyridine

There total 3 articles about 6-Methyl-2,3'-bipyridine 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: 65.0%

2-bromo-6-methylpyridine (5315-25-3) + 3-pyridylboronic acid (1692-25-7) → 5-Methyl-2,3'-bipyridyl (78210-78-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; at 90 ℃; for 1h;

DOI:10.1021/jm049696n

Reference yield: 65.0%

→ 5-Methyl-2,3'-bipyridyl (78210-78-3)

Guidance literature:

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → 5-Methyl-2,3'-bipyridyl (78210-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / toluene; hexane; tetrahydrofuran / -50 °C

1.2: triisopropyl borate / toluene; tetrahydrofuran; hexane / -50 - -15 °C

1.3: 73 percent / aq. NaOH / toluene; tetrahydrofuran; hexane

2.1: 65 percent / Pd(PPh₃)4; aq. Na₂CO₃ / 1,2-dimethoxy-ethane / 1 h / 90 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; toluene; 2.1: Suzuki coupling;

DOI:10.1021/jm049696n

upstream raw materials:

2-bromo-6-methylpyridine

3-pyridylboronic acid

3-Bromopyridine