53698-54-7

Basic information

• Product Name: 5-Methoxy-2-phenylpyridine
• Synonyms: 5-Methoxy-2-phenylpyridine
• CAS NO: 53698-54-7
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.22
• Mol File: 53698-54-7.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Methoxy-2-phenylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxy-2-phenylpyridine(53698-54-7)
• EPA Substance Registry System: 5-Methoxy-2-phenylpyridine(53698-54-7)

Safety Data

• Hazardous Substances Data: 53698-54-7(Hazardous Substances Data)

Upstream product

• 105170-27-2 2-bromo-5-methoxypyridine 
• 98-80-6 phenylboronic acid 
• 139585-48-1 2-chloro-5-methoxypyridine 
• 29082-92-6 5-methoxypyridine-2-carboxylic acid 
• 71-43-2 benzene 
• 55717-45-8 6-bromo-pyridin-3-ol 

Downstream Products

• 1393520-27-8 2-(5-methoxypyridin-2-yl)-N-phenylbenzamide 
• 1443418-77-6 diisopropyl (2-(5-methoxypyridin-2-yl)phenyl)phosphonate 
• 1008-89-5 2-phenylpyridine 
• 879291-27-7 2-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 

Relevant articles and documents

Selective C-O Bond Reduction and Borylation of Aryl Ethers Catalyzed by a Rhodium-Aluminum Heterobimetallic Complex

We report the catalytic reduction of a C-O bond and the borylation by a rhodium complex bearing an X-Type PAlP pincer ligand. We have revealed the reaction mechanism based on the characterization of the reaction intermediate and deuterium-labeling experiments. Notably, this novel catalytic system shows steric-hindrance-dependent chemoselectivity that is distinct from conventional Ni-based catalysts and suggests a new strategy for selective C-O bond activation by heterobimetallic catalysis.

Transition-Metal-Free Decarboxylative Arylation of 2-Picolinic Acids with Arenes under Air Conditions

A facile, transition-metal-free, and direct decarboxylative arylation of 2-picolinic acids with simple arenes is described. The oxidative decarboxylative arylation of 2-picolinic acids with arenes proceeds readily via N-chloro carbene intermediates to afford 2-arylpyridines in satisfactory to good yields under transition-metal-free conditions. This new type of decarboxylative arylation is operationally simple and scalable and exhibits high functional-group tolerance. Various synthetically useful functional groups, such as halogen atoms, methoxycarbonyl, and nitro, remain intact during the decarboxylative arylation of 2-picolinic acids.

METHODS FOR EXTERNAL BASE-FREE SUZUKI COUPLINGS

The present disclosure describes a method of coupling a first aromatic compound to a second aromatic compound, the method comprising: (a) preparing a reaction mixture comprising the first aromatic compound, the second aromatic compound, a catalyst and water; the reaction mixture does not contain an external base, the reaction mixture having an initial pH of from 11 to 1; the catalyst having at least one group 10 atom; the first aromatic compound having a halogen, triflate or sulfonate substituent; the second aromatic compound having a boron-containing substituent; wherein, at least one of the first aromatic compound or the second aromatic compound includes one or more heteroatom; and (b) reacting the first aromatic compound and the second aromatic compound in the reaction mixture, the reaction mixture having a final pH following reaction of the first aromatic compound and the second aromatic compound.