2-Methyl-5-phenoxypyridine

Base Information

• Chemical Name: 2-Methyl-5-phenoxypyridine
• CAS No.: 75580-04-0
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.225
• ChEMBL ID: CHEMBL115409
• DSSTox Substance ID: DTXSID401311250
• Mol file: 75580-04-0.mol

Synonyms:2-methyl-5-phenoxypyridine;75580-04-0;Pyridine, 2-methyl-5-phenoxy-;5-phenoxy-2-picoline;2-Methyl-5-phenoxy-pyridine;SCHEMBL509776;CHEMBL115409;VRLTULMKPCVWCK-UHFFFAOYSA-N;DTXSID401311250

Chemical Property of 2-Methyl-5-phenoxypyridine

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=NC=C(C=C1)OC2=CC=CC=C2

Technology Process of 2-Methyl-5-phenoxypyridine

There total 7 articles about 2-Methyl-5-phenoxypyridine 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: 81.0%

5-bromo-2-methylpyridine (3430-13-5) + phenol (108-95-2,27073-41-2) → 2-methyl-5-phenoxypyridine (75580-04-0)

Guidance literature:

With potassium phosphate; 2-di-tert-butylphosphino-2',4',6'-tricyclohexyl-3,6-dimethoxybiphenyl; In 1,2-dimethoxyethane; toluene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol202955h

Reference yield: 68.0%

5-Hydroxy-2-methylpyridine (1121-78-4) + iodobenzene (591-50-4) → 2-methyl-5-phenoxypyridine (75580-04-0)

Guidance literature:

With potassium tert-butylate; copper; In N,N-dimethyl-formamide; at 140 ℃; for 6h;

DOI:10.1016/j.bmc.2006.08.044

Reference yield: 64.0%

5-Hydroxy-2-methylpyridine (1121-78-4) + triphenylbismuthane (603-33-8) → 2-methyl-5-phenoxypyridine (75580-04-0)

Guidance literature:

With copper diacetate; triethylamine; In dichloromethane; at 50 ℃; for 3h; Reagent/catalyst; Time; Sealed tube;

DOI:10.1002/chem.201303684

upstream raw materials:

5-Hydroxy-2-methylpyridine

iodobenzene

3-phenoxypyridine

methyl iodide

Downstream raw materials:

2-methyl-5-phenoxypyridine N-oxide

5-phenoxypyridine-2-carboxylic acid

(5-phenoxypyridin-2-yl)methanol

N-[(1S)-1-{[(3S)-4-(3-hydroxyphenyl)-3-methylpiperazin-1-yl]methyl}-2-methylpropyl]-5-phenoxypyridine-2-carboxamide