5958-02-1

Basic information

• Product Name: 3-(4-METHOXYPHENYL)PYRIDINE
• Synonyms: 3-(4-METHOXYPHENYL)PYRIDINE;AKOS BAR-0416;Pyridine, 3-(4-methoxyphenyl)-;3-(p-Methoxyphenyl)pyridine
• CAS NO: 5958-02-1
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.22
• Product Categories: Heterocycle-Pyridine series
• Mol File: 5958-02-1.mol
• Article Data: 141

Chemical Properties

• Melting Point: 62-63℃
• Boiling Point: 321℃
• Flash Point: 118℃
• Appearance: /
• Density: 1.077
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 3-(4-METHOXYPHENYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-METHOXYPHENYL)PYRIDINE(5958-02-1)
• EPA Substance Registry System: 3-(4-METHOXYPHENYL)PYRIDINE(5958-02-1)

Safety Data

• Hazardous Substances Data: 5958-02-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 50, p. 8301, 1994 DOI: 10.1016/S0040-4020(01)85554-XTetrahedron Letters, 35, p. 2211, 1994 DOI: 10.1016/S0040-4039(00)76799-2

Upstream product

• 110-86-1 pyridine 
• 104-94-9 4-methoxy-aniline 
• 626-60-8 3-Chloropyridine 
• 100-66-3 methoxybenzene 
• 626-55-1 3-Bromopyridine 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 130952-94-2 (dichloro)(ethyl)(4-methoxyphenyl)silane 
• 1120-90-7 3-iodopyridine 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 89878-14-8 3-Diethylboranylpyridine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 372-47-4 3-Fluoropyridine 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 160688-99-3 [tris(3-pyridyl)boroxin] 

Downstream Products

• 1062368-64-2 C₆H₃N₂O₅^(1-)*C₁₂H₁₃N₂O⁽¹⁺⁾ 
• 135943-39-4 3-(4-methoxyphenyl)pyridine-N-oxide 
• 79412-48-9 4-(1-Propyl-piperidin-3-yl)-phenol; hydrobromide 
• 345620-53-3 1-[3-(4-Methoxy-phenyl)-piperidin-1-yl]-propan-1-one 
• 344257-61-0 3-(4-methoxyphenyl)-1-propylpiperidine 
• 158461-82-6 [2-(2-Methoxy-5-pyridin-3-yl-phenylcarbamoyl)-1-methyl-ethyl]-carbamic acid tert-butyl ester 
• 104994-91-4 β-(3-amino-4-methoxyphenyl)pyridine 
• 925438-84-2 3-(4-{3-[4-(1-trityl-1H-imidazol-4-ylmethyl)-piperidin-1-yl]-propoxy}-phenyl)-pyridine 
• 68223-13-2 4-(pyridin-3-yl)phenol 
• 4472-53-1 3-[4-(methyloxy)-3-nitrophenyl]pyridine 
• 19725-26-9 3-(4-methoxyphenyl)-piperidinehydrochloride 

Relevant articles and documents

5,6- and 6,6-Membered Palladium(II) Pincer Complexes Based on Functionalized Carboxamides with Ancillary Sulfur and Nitrogen Donors

New multidentate ligands have been synthesized by the condensation of 2-(methylsulfanyl)benzoyl chloride with a range of amines bearing ancillary N or S donors. In reactions with PdCl2(NCPh)2, the ligands smoothly underwent direct cyclopalladation to give pincer complexes with 5,6- or 6,6-membered fused metallocycles. The oxidation of the sulfide ligands with H2O2afforded the corresponding sulfoxide derivatives, which readily formed analogous pincer complexes with the PdIIions. The realization of κ3-S,N,X coordination (X = N or S) was confirmed by multinuclear NMR and IR spectroscopic data and, in some cases, X-ray crystallography. An unusual dynamic behavior of the 6,6-membered S,N,S complex with an organophosphorus ligand was additionally studied by the ROESY technique. All of the palladocycles obtained were tested as precatalysts for the Suzuki cross-coupling of aryl bromides with arylboronic acids, which allowed us to evaluate the main structure–activity relationships.

Organocatalytic synthesis of (Het)biaryl scaffoldsviaphotoinduced intra/intermolecular C(sp2)-H arylation by 2-pyridone derivatives

A uniqueN,O-bidentate ligand 6-oxo-1,6-dihydro-pyridone-2-carboxylic acid dimethylamide (L1) catalyzed direct C(sp2)-H (intra/intermolecular) arylation of unactivated arenes has been developed to expedite access to (Het)biaryl scaffolds under UV-irradiation at room temperature. The protocol tolerated diverse functional groups and substitution patterns, affording the target products in moderate to excellent yields. Mechanistic investigations were also carried out to better understand the reaction pathway. Furthermore, the synthetic applicability of this unified approach has been showcasedviathe construction of biologically relevant 4-quinolone, tricyclic lactam and sultam derivatives.

A general palladium-catalyzed cross-coupling of aryl fluorides and organotitanium (IV) reagents

Pd(OAc)2/1-[2-(di-tert-butylphosphanyl)phenyl]-4-methoxy-piperidine was demonstrated to effectively catalyze cross-coupling of aryl fluoride and aryl(alkyl) titanium reagent. Both electron-deficient and electron-rich aryl fluoride can react effectively with nucleophile and provide extensive functional groups tolerance. 2-Arylated product was realized by selective activation of the C–F bond. Graphic abstract: [Figure not available: see fulltext.].