7375-45-3

Basic information

• Product Name: BENZYL-PYRAZIN-2-YL-AMINE
• Synonyms: BENZYL-PYRAZIN-2-YL-AMINE
• CAS NO: 7375-45-3
• Molecular Formula: C₁₁H₁₁N₃
• Molecular Weight: 185.23
• Mol File: 7375-45-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 329.6°C at 760 mmHg
• Flash Point: 153.1°C
• Appearance: /
• Density: 1.187g/cm³
• Vapor Pressure: 0.000176mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: BENZYL-PYRAZIN-2-YL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL-PYRAZIN-2-YL-AMINE(7375-45-3)
• EPA Substance Registry System: BENZYL-PYRAZIN-2-YL-AMINE(7375-45-3)

Safety Data

• Hazardous Substances Data: 7375-45-3(Hazardous Substances Data)

Usage

General Description

Benzyl-pyrazin-2-yl-amine is a chemical compound with the molecular formula C11H13N3. It is an organic compound that contains both a benzyl group and a pyrazine ring. Benzyl-pyrazin-2-yl-amine is commonly used in the pharmaceutical and chemical industries as a building block for the synthesis of various biologically active compounds. It is also used as an intermediate in the production of dyes and pigments. The compound has potential applications in medicinal chemistry, particularly in the development of new drugs for the treatment of various diseases. Benzyl-pyrazin-2-yl-amine is a versatile and important chemical that has various industrial and research applications.

InChI:InChI=1/C11H11N3/c1-2-4-10(5-3-1)8-14-11-9-12-6-7-13-11/h1-7,9H,8H2,(H,13,14)

Upstream product

• 100-39-0 benzyl bromide 
• 157020-17-2 (pyridin-1-iumyl)[(pyrazin-2-yl)aminide] 
• 14508-49-7 2-chloropyrazin 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 
• 5049-61-6 2-Aminopyrazine 
• 100-51-6 benzyl alcohol 

Downstream Products

• 1125863-38-8 4-((benzyl(pyrazin-2-yl)amino)methyl)-7,8-difluoroquinolin-2(1H)-one 

Relevant articles and documents

Mimicking transition metals in borrowing hydrogen from alcohols

Borrowing hydrogen from alcohols, storing it on a catalyst and subsequent transfer of the hydrogen from the catalyst to anin situgenerated imine is the hallmark of a transition metal mediated catalyticN-alkylation of amines. However, such a borrowing hydrogen mechanism with a transition metal free catalytic system which stores hydrogen molecules in the catalyst backbone is yet to be established. Herein, we demonstrate that a phenalenyl ligand can imitate the role of transition metals in storing and transferring hydrogen molecules leading to borrowing hydrogen mediated alkylation of anilines by alcohols including a wide range of substrate scope. A close inspection of the mechanistic pathway by characterizing several intermediates through various spectroscopic techniques, deuterium labelling experiments, and DFT study concluded that the phenalenyl radical based backbone sequentially adds H+, H˙ and an electron through a dearomatization process which are subsequently used as reducing equivalents to the C-N double bond in a catalytic fashion.

Zinc-Catalyzed N-Alkylation of Aromatic Amines with Alcohols: A Ligand-Free Approach

An efficient zinc-catalyzed N-alkylation reaction of aromatic amines was achieved using aliphatic, aromatic, and heteroaromatic alcohols as the alkylating reagent. A variety of aniline derivatives, including heteroaromatic amines, underwent the N-alkylation reaction and furnished the corresponding monoalkylated products in good to excellent yields. The application of the reaction is also further demonstrated by the synthesis of a 2-phenylquinoline derivative from acetophenone and 2-aminobenzyl alcohol. Deuterium labeling experiments show that the reaction proceeds via a borrowing hydrogen process. (Figure presented.).

Selective Monoarylation of Primary Amines Using the Pd-PEPPSI-IPentCl Precatalyst

A single set of reaction conditions for the palladium-catalyzed amination of a wide variety of (hetero)aryl halides using primary alkyl amines has been developed. By combining the exceptionally high reactivity of the Pd-PEPPSI-IPentCl catalyst (PEPPSI=pyridine enhanced precatalyst preparation, stabilization, and initiation) with the soluble and nonaggressive sodium salt of BHT (BHT=2,6-di-tert-butyl-hydroxytoluene), both six- and five-membered (hetero)aryl halides undergo efficient and selective amination.