2-(4-Chlorophenyl)-3-methylpyridine

Base Information

• Chemical Name: 2-(4-Chlorophenyl)-3-methylpyridine
• CAS No.: 101419-77-6
• Molecular Formula: C₁₂H₁₀ClN
• Molecular Weight: 203.671
• European Community (EC) Number: 874-867-6
• Mol file: 101419-77-6.mol

Synonyms:2-(4-Chlorophenyl)-3-methylpyridine;101419-77-6;MFCD13152440;SCHEMBL10094698;AKOS016017187

Chemical Property of 2-(4-Chlorophenyl)-3-methylpyridine

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 203.0501770
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(N=CC=C1)C2=CC=C(C=C2)Cl

Technology Process of 2-(4-Chlorophenyl)-3-methylpyridine

There total 4 articles about 2-(4-Chlorophenyl)-3-methylpyridine 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: 68.0%

2-bromo-3-picoline (3430-17-9) + 4-Chlorophenylboronic acid (1679-18-1) → 2-(4-chlorophenyl)-3-methylpyridine (101419-77-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.0c02679

Reference yield:

2-bromo-3-picoline (3430-17-9) + 4-chlorophenylboronic acid pinacol ester (195062-61-4) → 2-(4-chlorophenyl)-3-methylpyridine (101419-77-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; at 70 ℃; for 12h;

DOI:10.1021/acs.orglett.5b03071

Reference yield:

bromochlorobenzene (106-39-8) → 2-(4-chlorophenyl)-3-methylpyridine (101419-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / N,N-dimethyl-formamide / 5 h / 80 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / 12 h / 70 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; palladium dichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; 2: |Suzuki Coupling;

DOI:10.1021/acs.orglett.5b03071

upstream raw materials:

bromochlorobenzene

2-fluoro-3-methylpyridine

2-bromo-3-picoline

4-Chlorophenylboronic acid

Downstream raw materials:

2-(4-chlorophenyl)-3-pyridinecarboxylic acid