2-Chloro-6-methoxy-4-phenylpyridine

Base Information

• Chemical Name: 2-Chloro-6-methoxy-4-phenylpyridine
• CAS No.: 25297-53-4
• Molecular Formula: C12H10ClNO
• DSSTox Substance ID: DTXSID701292287
• Mol file: 25297-53-4.mol

Synonyms:2-Chloro-6-methoxy-4-phenylpyridine;25297-53-4;DTXSID701292287;CS-0227474

Chemical Property of 2-Chloro-6-methoxy-4-phenylpyridine

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 219.0450916
• Heavy Atom Count: 15
• Complexity: 194

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=NC(=CC(=C1)C2=CC=CC=C2)Cl

Technology Process of 2-Chloro-6-methoxy-4-phenylpyridine

There total 3 articles about 2-Chloro-6-methoxy-4-phenylpyridine 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:

2,6-dichloro-4-iodopyridine (98027-84-0) → 2-chloro-4-methoxy-6-phenylpyridine (25297-53-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 16 h / Inert atmosphere; Reflux

2: bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / water; 1,4-dioxane / 16 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In 1,4-dioxane; water; 2: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.0c01727

Reference yield:

5-Chloro-3-methoxy-1-phenyl-2(1H)-pyrazinone (106718-84-7) + phenylacetylene (536-74-3) → 2-chloro-4-methoxy-6-phenylpyridine (25297-53-4) + 6-Chloro-2-methoxy-3-phenyl-pyridine (106718-95-0) + 3-Methoxy-1,5-diphenyl-2(1H)-pyridone (106719-03-3) + 3-Methoxy-1,4-diphenyl-2(1H)-pyridone (106718-87-0)

Guidance literature:

In neat (no solvent); at 140 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)84570-0

Reference yield:

→ 2-chloro-4-methoxy-6-phenylpyridine (25297-53-4)

Guidance literature:

2,6-Dichlor-4-phenyl-pyridin, KOCH3;

upstream raw materials:

5-Chloro-3-methoxy-1-phenyl-2(1H)-pyrazinone

phenylacetylene

2,6-dichloro-4-iodopyridine