851595-31-8

Basic information

• Product Name: 2-chloro-6-(4-methoxyphenyl)pyridine
• Synonyms: 2-chloro-6-(4-methoxyphenyl)pyridine
• CAS NO: 851595-31-8
• Molecular Weight: 219.671
• Mol File: 851595-31-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-chloro-6-(4-methoxyphenyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-6-(4-methoxyphenyl)pyridine(851595-31-8)
• EPA Substance Registry System: 2-chloro-6-(4-methoxyphenyl)pyridine(851595-31-8)

Safety Data

• Hazardous Substances Data: 851595-31-8(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 2402-78-0 2,6-dichloropyridine 
• 33397-21-6 tris(4-methoxyphenyl)bismuth 
• 36316-71-9 2-chloropyridine hydrochloride 
• 104-94-9 4-methoxy-aniline 
• 14774-77-7 p-methoxyphenyllithium 
• 110-86-1 pyridine 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 109-04-6 2-bromo-pyridine 
• 5957-90-4 4-(2-pyridinyl)anisole 
• 36710-80-2 2-(4-methoxyphenyl)pyridine N-oxide  

Downstream Products

• 5957-90-4 4-(2-pyridinyl)anisole 
• 1033125-50-6 2-dodecyl-6-(4-methoxyphenyl)pyridine 

Relevant articles and documents

A Micellar Catalysis Strategy for Suzuki-Miyaura Cross-Couplings of 2-Pyridyl MIDA Boronates: No Copper, in Water, Very Mild Conditions

Suzuki-Miyaura (SM) cross-couplings of 2-pyridyl MIDA boronates can be successfully carried out in the complete absence of copper by attenuation of the Lewis basicity associated with the pyridyl nitrogen using selected substituents (e.g., fluorine or chlorine) on the ring. This strategy imparts additional synthetic options compared with existing approaches based on the use of Lewis acids or N-oxides. Thus, access to highly valued 2-substituted pyridyl rings via an initial Suzuki-Miyaura coupling can be followed by dehalogenation, SNAr reactions, or a second SM coupling to arrive at 2,6-disubstituted pyridyl arrays, all run in a single pot, enabled by micellar catalysis in water. Accessing targets within drug-like space is demonstrated in a four-step, one-pot sequence. Computational data suggest that the major role being played by electron-withdrawing substituents in promoting these cross-couplings without the need for copper is to slow the rates of protodeboronation of intermediate 2-pyridylboronic acids.

Direct arylation of n-heteroarenes with aryldiazonium salts by photoredox catalysis in water

A highly effective visible light-promoted "radical-type" coupling of N-heteroarenes with aryldiazonium salts in water has been developed. The reaction proceeds at room temperature with [Ru(bpy)3]Cl 2×6 H2O as a photosensit

Pyridino-directed lithiation of anisylpyridines: New access to functional pyridylphenols

The lithiation of nine anisylpyridines has been studied. While usual reagents did not react or gave addition products on pyridine ring, the BuLi-LiDMAE (LiDMAE=Me2N(CH2)2OLi) superbase induced exclusive pyridino directed metallation. The usefulness of this new reaction allowed the efficient preparation of a range of alpha functional pyridylphenols. A successful subsequent cyclisation of an appropriate isomer into corresponding benzofuropyridine was also performed.