3-(3-Methoxyphenyl)pyridine

Base Information

• Chemical Name: 3-(3-Methoxyphenyl)pyridine
• CAS No.: 4373-67-5
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10399710
• Nikkaji Number: J2.192.350H
• Wikidata: Q72517925
• ChEMBL ID: CHEMBL422577
• Mol file: 4373-67-5.mol

Synonyms:3-(3-methoxyphenyl)pyridine;4373-67-5;3-(3-Methoxy-phenyl)-pyridine;Cyclopentylmagnesiumbromide;SCHEMBL792083;3-(3-methoxyphenyl)-pyridine;CHEMBL422577;DTXSID10399710;HLBOAQSKBNNHMW-UHFFFAOYSA-N;methyl 3-(3-pyridinyl)phenyl ether;MFCD06801826;AKOS004114090;SB52558;DS-13663;BB 0222746;CS-0200218;FT-0630168;A826413;3-(3-METHOXY-PHENYL)-PYRIDINE

Chemical Property of 3-(3-Methoxyphenyl)pyridine

Chemical Property:

• Vapor Pressure: 0.000906mmHg at 25°C
• Refractive Index: 1.56
• Boiling Point: 313.6 °C at 760 mmHg
• Flash Point: 115 °C
• PSA: 22.12000
• Density: 1.077 g/cm³
• LogP: 2.75720
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

3-(3-Methoxyphenyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C2=CN=CC=C2

Technology Process of 3-(3-Methoxyphenyl)pyridine

There total 39 articles about 3-(3-Methoxyphenyl)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: 100.0%

3-Bromopyridine (626-55-1,163928-56-1) + 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) → 3-(3-methoxyphenyl)pyridine (4373-67-5)

Guidance literature:

With potassium carbonate; In ethanol; at 80 ℃; for 36h; Inert atmosphere;

DOI:10.1246/cl.160369

Reference yield: 99.0%

3-methoxyphenyl bromide (2398-37-0) + 3-pyridylboronic acid (1692-25-7) → 3-(3-methoxyphenyl)pyridine (4373-67-5)

Guidance literature:

With potassium phosphate; palladium dichloride; S-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; In butan-1-ol; at 100 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.200900038

Reference yield: 97.0%

pyridin-3-yl dimethylsulfamate (1132-27-0) + 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) → 3-(3-methoxyphenyl)pyridine (4373-67-5)

Guidance literature:

With morpholine; C₃₁H₄₅Cl₂N₃OPd; caesium carbonate; In water; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c3ob41382a

upstream raw materials:

3-Chloropyridine

methoxybenzene

3-Bromopyridine

(3-methoxyphenyl)magnesium bromide

Downstream raw materials:

N-n-propyl-3-(3-methoxyphenyl)pyridinium bromide

3-(3-methoxyphenylpiperidine)

N-benzyl-3-(3-methoxyphenyl)piperidine

3-(3-hydroxyphenyl)-N-phenethylpiperidine

Refernces

• 1、 Dherange, Balu D.,Kelly, Patrick Q.,Levin, Mark D.,Liles, Jordan P.,Sigman, Matthew S.. "Carbon Atom Insertion into Pyrroles and Indoles Promoted by Chlorodiazirines". supporting information. p. 11337 - 11344. Retrieved 2021/08/16.
• 2、 Rao, Maddali L.N.,Dhanorkar, Ritesh J.. "Cross-coupling study of iodo/chloropyridines and 2-chloroquinoline with atom-economic triarylbismuth reagents under Pd-catalysis". . p. 338 - 349. Retrieved 2015/03/04.