43191-22-6

Basic information

• Product Name: 2-Pyridinamine, 3-methyl-N-phenyl-
• CAS NO: 43191-22-6
• Molecular Formula: C12H12N2
• Molecular Weight: 184.241
• Mol File: 43191-22-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Pyridinamine, 3-methyl-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyridinamine, 3-methyl-N-phenyl-(43191-22-6)
• EPA Substance Registry System: 2-Pyridinamine, 3-methyl-N-phenyl-(43191-22-6)

Safety Data

• Hazardous Substances Data: 43191-22-6(Hazardous Substances Data)

Upstream product

• 59346-36-0 (3aS,7aS)-7a-Methyl-3-phenyl-3a,7a-dihydro-3H-oxazolo[4,5-b]pyridin-2-one 
• 1603-40-3 3-methylpyridin-2-ylamine 
• 98-80-6 phenylboronic acid 
• 591-50-4 iodobenzene 
• 3430-17-9 2-bromo-3-picoline 
• 62-53-3 aniline 
• 1003-73-2 3-picoline-N-oxide 
• 103-71-9 phenyl isocyanate 

Downstream Products

• 23275-60-7 4-methylpyrido[1,2-a]benzimidazole 
• 51269-72-8 N-(3-methylpyridin-2-yl)-N-phenylbenzamide 
• 24391-96-6 1,2-diphenyl-1H-pyrrolo[2,3-b]pyridine 
• 261-00-7 benzo<1,8>naphthyridine 
• 1256380-96-7 C₂₆H₂₀N₂ 
• 81416-36-6 3-methyl-2-(N-phenylcarbamoylanilino)pyridine 
• 1416253-50-3 N-([1,1'-biphenyl]-2-yl)-3-methylpyridin-2-amine 
• 1416253-52-5 C₂₄H₂₀N₂ 

Relevant articles and documents

Tunable Electrochemical C?N versus N?N Bond Formation of Nitrogen-Centered Radicals Enabled by Dehydrogenative Dearomatization: Biological Applications

Herein, an environmentally friendly electrochemical approach is reported that takes advantage of the captodative effect and delocalization effect to generate nitrogen-centered radicals (NCRs). By changing the reaction parameters of the electrode material and feedstock solubility, dearomatization enabled a selective dehydrogenative C?N versus N?N bond formation reaction. Hence, pyrido[1,2-a]benzimidazole and tetraarylhydrazine frameworks were prepared through a sustainable transition-metal- and exogenous oxidant-free strategy with broad generality. Bioactivity assays demonstrated that pyrido[1,2-a]benzimidazoles displayed antimicrobial activity and cytotoxicity against human cancer cells. Compound 21 exhibited good photochemical properties with a large Stokes shift (approximately 130 nm) and was successfully applied to subcellular imaging. A preliminary mechanism investigation and density functional theory (DFT) calculations revealed the possible reaction pathway.

Palladium(II)-catalyzed direct ortho arylation of 4-methyl-N-phenylpyridin- 2-amines via C-H activation/C-C coupling and synthetic applications

The direct ortho arylation of 4-methyl-N-phenylpyridin-2-amines via palladium(II)-catalyzed C-H activation is described. Treatment of 4-methyl-N-phenylpyridin-2-amine with potassium aryltrifluoroborate using 10 mol % of palladium(II) acetate as the catalyst, 2 equiv of copper(II) acetate as the oxidant, and 1 equiv of p-benzoquinone in tert-butyl alcohol gave ortho-arylated products in modest to excellent yields. This reaction shows good functional group compatibility. A series of 1H NMR titration experiments and controlled experiments elucidating the reaction mechanism were carried out. The key intermediate, 4-methyl-N-phenylpyridin-2-amine palladacycle, was isolated and characterized by X-ray crystallography. The advanced transformations of ortho-phenylated 4-methyl-N-phenylpyridin-2-amine to N-(4-methylpyridin-2-yl)-9H-carbazole, biphenyl-2-amine, and 3-methyl-6-phenylpyrido[1,2-a]benzimidazole were successfully demonstrated as potential synthetic applications.

A direct intramolecular C-H amination reaction cocatalyzed by copper(II) and iron(III) as part of an efficient route for the synthesis of pyrido[1,2-a ]benzimidazoles from N-aryl-2-aminopyridines

A novel and efficient synthesis of pyrido[1,2-a]benzimidazoles through direct intramolecular aromatic C-H amination of N-aryl-2-aminopyridines has been developed. The reaction, cocatalyzed by Cu(OAc)2 and Fe(NO 3)3?9H