20173-75-5

Basic information

• Product Name: N-benzyl-N-methylpyridin-2-amine
• Synonyms: N-(Phenylmethyl)-N-methyl-2-pyridinamine
• CAS NO: 20173-75-5
• Molecular Formula: C₁₃H₁₄N₂
• Molecular Weight: 198.2637
• Mol File: 20173-75-5.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 331.2°C at 760 mmHg
• Flash Point: 154.1°C
• Density: 1.093g/cm³
• Vapor Pressure: 0.000159mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: N-benzyl-N-methylpyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-N-methylpyridin-2-amine(20173-75-5)
• EPA Substance Registry System: N-benzyl-N-methylpyridin-2-amine(20173-75-5)

Safety Data

• Hazardous Substances Data: 20173-75-5(Hazardous Substances Data)

Upstream product

• 5683-33-0 2-(Dimethylamino)pyridine 
• 100-44-7 benzyl chloride 
• 6935-27-9 N-benzylpyridin-2-amine 
• 74-88-4 methyl iodide 
• 109-04-6 2-bromo-pyridine 
• 103-67-3 benzyl-methyl-amine 
• 109-09-1 2-chloropyridine 
• 372-48-5 2-fluoropyridine 
• 67-56-1 methanol 
• 78-92-2 iso-butanol 
• 15103-48-7 pyridine-2-sulfonic acid 
• 1628-89-3 2-methoxypyridine 
• 4597-87-9 2-(N-methylamino)pyridine 
• 100-52-7 benzaldehyde 

Downstream Products

• 4597-87-9 2-(N-methylamino)pyridine 
• 127980-61-4 N-(2-pyridyl)-N-methyl-α-phenyl(n-propyl)amine 

Relevant articles and documents

Aminoborohydrides 15. The First Mild and Efficient Method for Generating 2-(Dialkylamino)-pyridines from 2-Fluoropyridine

(Matrix presented) Lithium aminoborohydride (LAB) reagents promote the amination of 2-fluoropyridine under mild reaction conditions, providing 2-(dialkylamino)-pyridines in excellent yield and purity. Treatment of 2-fluoropyridine with 1.1 equiv of lithiu

Rapid Amination of Methoxy Pyridines with Aliphatic Amines

A n-BuLi triggered practical amination protocol of methoxy pyridine derivatives with aliphatic amines was developed. The reaction could finish in 30 min for primary amines and 10 min for secondary amines. The amination is further highlighted by its excell

BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant

A versatile metal- and base-free direct reductive amination of aldehydes with amines using formic acid as a reductant under the catalysis of inexpensive BF3·Et2O has been developed. A wide range of primary and secondary amines and diversely substituted aldehydes are compatible with this transformation, allowing facile access to various secondary and tertiary amines in high yields with wide functional group tolerance. Moreover, the method is convenient for the late-stage functionalization of bioactive compounds and preparation of commercialized drug molecules and biologically relevant N-heterocycles. The procedure has the advantages of simple operation and workup and easy scale-up, and does not require dry conditions, an inert atmosphere or a water scavenger. Mechanistic studies reveal the involvement of imine activation by BF3and hydride transfer from formic acid.

Metal-Free Synthesis of Heteroaryl Amines or Their Hydrochlorides via an External-Base-Free and Solvent-Free C-N Coupling Protocol

Herein, a metal-free and solvent-free protocol was developed for the C-N coupling of heteroaryl halides and amines, which afforded numerous heteroaryl amines or their hydrochlorides without any external base. Further investigations elucidated that the basicity of amines and specific interactions derived from the X-ray crystallography analysis of 3j′·HCl played pivotal roles in the reactions. Moreover, this protocol was scalable to gram scales and applicable to drug molecules, which demonstrated its practical value for further applications.