158666-42-3

Basic information

• Product Name: 4-carbomethoxy-6,6'-bis(bromomethyl)-2,2'-bipyridine
• CAS NO: 158666-42-3
• Molecular Weight: 400.069
• Mol File: 158666-42-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-carbomethoxy-6,6'-bis(bromomethyl)-2,2'-bipyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-carbomethoxy-6,6'-bis(bromomethyl)-2,2'-bipyridine(158666-42-3)
• EPA Substance Registry System: 4-carbomethoxy-6,6'-bis(bromomethyl)-2,2'-bipyridine(158666-42-3)

Safety Data

• Hazardous Substances Data: 158666-42-3(Hazardous Substances Data)

Upstream product

• 259807-95-9 2-methyl-6-(tributylstannyl)pyridine 
• 158666-39-8 4-carboxy-6,6'-dimethyl-2,2'-bipyridine N₁,N_1'-dioxide 
• 158666-38-7 4-hydroxymethyl-6,6'-dimethyl-2,2'-bipyridine N₁,N_1'-dioxide 
• 158666-37-6 4-hydroxymethyl-6,6'-dimethyl-2,2'-bipyridine N₁-oxide 
• 158666-40-1 6,6'-dimethyl-4-hydroxymethyl-2,2'-bipyridine 
• 82740-66-7 6,6'-dimethyl-2,2'-bipyridine 1,1'-di-N-oxide 
• 562086-30-0 6,6′-dimethyl-2,2′-bipyridine-4-carboxylic acid methyl ester 
• 3998-90-1 2-chloro-6-methyl-isonicotinic acid methyl ester 
• 25462-85-5 2-chloro-6-methylpyridine-4-carboxylic acid 
• 158666-41-2 6,6′-dimethyl-4-methyloxycarbonyl-2,2′-bipyridine-N,N′-dioxide 

Relevant articles and documents

A convenient synthesis of 6,6′-dimethyl-2,2′-bipyridine-4-ester and its application to the preparation of bifunctional lanthanide chelators

We describe a convenient scalable synthesis of 4-carbomethoxy-6,6′-dimethyl-2,2′-bipyridine based on the application of modified Negishi cross-coupling conditions. The use of this building block in the preparation of a number of dissymmetrically 6,6′-tris

6,6′-Dimethyl-2,2′-bipyridine-4-ester: A pivotal synthon for building tethered bipyridine ligands

We describe an efficient and scalable synthesis of 4-carbomethoxy-6,6′-dimethyl-2,2′-bipyridine starting from easily available substituted 2-halopyridines and based on the application of modified Negishi cross-coupling conditions. This compound is a versatile starting material for the synthesis of 4-functionalized 2,2′-bipyridines bearing halide, alcohol, amine, and other functionalities, suitable for conjugation to biological material (2a-c, 3a-g). The utility of this compound in the construction of more complex architectures was further demonstrated by the synthesis of two bifunctional lanthanide chelators; an open chain ligand based on one 2,2′-bipyridine unit and a cryptand based on three 2,2′-bipyridine units [N2(bpy)3COOMe]. In the field of luminophoric biolabels, the photophysical properties of the corresponding Eu(III) cryptate are reported.