25194-53-0

Basic information

• Product Name: 6-broMo-N-Methyl-N-phenylpyridin-2-aMine
• Synonyms: 6-broMo-N-Methyl-N-phenylpyridin-2-aMine;6-bromo-N-methyl-N-phenyl-2-pyridinamine
• CAS NO: 25194-53-0
• Molecular Formula: C₁₂H₁₁BrN₂
• Molecular Weight: 263.13314
• Mol File: 25194-53-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6-broMo-N-Methyl-N-phenylpyridin-2-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-broMo-N-Methyl-N-phenylpyridin-2-aMine(25194-53-0)
• EPA Substance Registry System: 6-broMo-N-Methyl-N-phenylpyridin-2-aMine(25194-53-0)

Safety Data

• Hazardous Substances Data: 25194-53-0(Hazardous Substances Data)

Usage

General Description

6-bromo-N-methyl-N-phenylpyridin-2-amine is a chemical compound with the molecular formula C12H12BrN2. It is a pyridine derivative that contains a bromine atom and a methyl group on the nitrogen atom, as well as a phenyl group attached to the nitrogen atom. 6-broMo-N-Methyl-N-phenylpyridin-2-aMine is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It has also been studied for its potential use as a building block for the development of new compounds with biological activity. 6-bromo-N-methyl-N-phenylpyridin-2-amine is a yellow solid at room temperature and is typically handled and stored under strict safety measures due to its potential hazards.

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 100-61-8 N-methylaniline 

Downstream Products

• 1130556-38-5 N-methyl-N-phenyl-6-piperidin-1-ylpyridin-2-amine 
• 1130556-37-4 N-methyl-6-morpholin-4-yl-N-phenylpyridin-2-amine 
• 1130556-43-2 N'-[2,6-bis(1-methylethyl)phenyl]-N-methyl-N-phenylpyridine-2,6-diamine 
• 1130556-41-0 N,N-dibutyl-N'-methyl-N'-phenylpyridine-2,6-diamine 
• 1130556-42-1 N'-(2,6-dimethylphenyl)-N-methyl-N-phenylpyridine-2,6-diamine 
• 1130556-44-3 N-methyl-N-phenyl-N'-(3,4,5-trimethoxyphenyl)pyridine-2,6-diamine 
• 1130556-39-6 6-[(2R,6S)-2,6-dimethylpiperidin-1-yl]-N-methyl-N-phenylpyridin-2-amine 
• 1130556-40-9 N,N-dibenzyl-N'-methyl-N'-phenylpyridine-2,6-diamine 
• 1309610-02-3 3-(6-(methyl(phenyl)amino)pyridin-2-yl)benzaldehyde 
• 1309609-70-8 N-methyl-N-phenyl-6-o-tolylpyridin-2-amine 
• 1309610-03-4 6-[4-(dimethylamino)phenyl]-N-methyl-N-phenylpyridin-2-amine 
• 1309610-01-2 6-cyclohexyl-N-methyl-N-phenylpyridin-2-amine 
• 1309609-54-8 N-methyl-N,6-diphenylpyridin-2-amine 

Relevant articles and documents

Access to 2-Aminopyridines - Compounds of great biological and chemical significance

2-Aminopyridines are key structural cores of bioactive natural products, medicinally important compounds, and organic materials and thus, extremely valuable synthetic targets. The few reported 6-substituted 2-aminopyridines and the lack of flexible, efficient and general applicable methods for their synthesis demonstrates the urgent need of new methods for their preparation. Reactions between 2,6-dibromopyridine and primary or secondary, cyclic or acyclic, and aliphatic or aromatic amines were shown to selectively yield the respective 6-bromopyridine-2-amines in very high yields which were successfully used as substrates for subsequent C-C cross-coupling reactions. The recently introduced dichloro-bis[1-(dicyclohexylphosphanyl)piperidine]palladium (1) was used as catalyst for the cross-coupling of 6-bromopyridine-2-amines with arylboronic acids, diaryl- and dialkylzinc reagents or olefins and hence, is also an excellent C-C cross-coupling catalyst for this type of substrate. Moreover, all the reaction protocols presented were in each of the catalyses uniformly applied. The scope of both the amination and the cross-coupling reactions are well defined and allow one to simply adapt the reaction protocols directly to other amines and/or coupling partners and, thus, provide for the first time a very flexible and generally applicable reaction protocol to get access to 2-aminopyridines.