177202-83-4

Basic information

• Product Name: 2-PYRIDIN-3-YLANILINE
• Synonyms: 2-PYRIDIN-3-YLANILINE;2-(Pyridin-3-yl)aniline 95%;2-pyridin-3-ylphenylaMine;3-(2-Aminophenyl)pyridine;2-(Pyridin-3-yl)aniline95%;2-PyridiN-3-Ylanili
• CAS NO: 177202-83-4
• Molecular Formula: C₁₁H₁₀N₂
• Molecular Weight: 170.21
• Mol File: 177202-83-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 214-216 °C (decomp)(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 329.8 °C at 760 mmHg
• Flash Point: 179.5 °C
• Appearance: /
• Density: 1.133 g/cm³
• Vapor Pressure: 0.000174mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.55±0.12(Predicted)
• CAS DataBase Reference: 2-PYRIDIN-3-YLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PYRIDIN-3-YLANILINE(177202-83-4)
• EPA Substance Registry System: 2-PYRIDIN-3-YLANILINE(177202-83-4)

Safety Data

• Hazardous Substances Data: 177202-83-4(Hazardous Substances Data)

Usage

Description

2-Pyridin-3-ylaniline, with the molecular formula C11H10N2, is a chemical compound that is a derivative of aniline featuring a pyridine ring attached to the third carbon. It is recognized for its antioxidant and anti-inflammatory properties, which make it a promising candidate in the development of pharmaceuticals for a range of diseases. Moreover, its potential as a ligand in coordination chemistry and its role in the synthesis of heterocyclic compounds highlight its versatility in the realm of organic chemistry and drug development.

Uses

Used in Pharmaceutical Industry:
2-Pyridin-3-ylaniline is used as a building block for various organic synthesis reactions, particularly in the development of new drugs. Its antioxidant and anti-inflammatory properties make it a valuable component in the formulation of medications aimed at treating a variety of diseases.
Used in Coordination Chemistry:
2-Pyridin-3-ylaniline is utilized as a ligand in coordination chemistry, where it can form complexes with metal ions. This application is significant for the study of metal-organic frameworks and the development of new materials with specific properties.
Used in Synthesis of Heterocyclic Compounds:
In the field of organic chemistry, 2-Pyridin-3-ylaniline is employed in the synthesis of heterocyclic compounds, which are important in the creation of pharmaceuticals, agrochemicals, and other specialty chemicals due to their diverse and complex molecular structures.

InChI:InChI=1/C11H10N2/c12-11-6-2-1-5-10(11)9-4-3-7-13-8-9/h1-8H,12H2

Upstream product

• 577-19-5 2-nitrophenyl bromide 
• 1692-25-7 3-pyridylboronic acid 
• 148493-54-3 tributyl (o-tert-butyloxycarbonylaminophenyl) stannane 
• 3422-01-3 tert-butyl phenylcarbamate 
• 626-55-1 3-Bromopyridine 
• 185408-20-2 o-(tributylstannyl)aniline 
• 615-36-1 2-bromoaniline 
• 220565-63-9 pyridin-3-ylzinc(II) bromide 
• 615-43-0 2-iodophenylamine 
• 160688-99-3 [tris(3-pyridyl)boroxin] 
• 110-86-1 pyridine 
• 191171-55-8 2-anilineboronic acid pinacol ester 
• 4253-80-9 3-(2-nitro-phenyl)-pyridine 
• 59020-10-9 3-(tributylstannyl)pyridine 

Downstream Products

• 5094-12-2 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 1296770-63-2 C₁₃H₁₂N₄ 
• 695185-50-3 2-piperidin-3-yl-phenylamine 
• 695185-54-7 3-methyl-8-pyridin-3-yl-quinoline 
• 857436-04-5 N-(2-[3]pyridyl-benzoyl)-N'-(toluene-4-sulfonyl)-hydrazine 
• 90395-46-3 3-(o-carbomethoxyphenyl)pyridine 
• 134363-45-4 2-(pyridin-3′-yl) benzoic acid 
• 176690-44-1 2-(pyridin-3-yl)benzaldehyde 
• 244-76-8 α-carboline 
• 21777-15-1 (E)-3-(1H-indol-3-yl)acrylaldehyde 
• 856849-78-0 3-(2-azidophenyl)pyridine 
• 855196-53-1 2-(pyridin-3-yl)benzonitrile 
• 52817-50-2 benzo[f][1,7]naphthyridin-5(6H)-one 
• 1008-88-4 3-phenylpyridine 

Relevant articles and documents

Synthesis and deprotonation of 2-(pyridyl)phenols and 2-(pyridyl)anilines

2-(2- and 3-Pyridyl)anilines (1, 2), 2,2-dimethyl-N-[2-(2- and 3-pyridyl)phenyl]propanamides (3, 4), and 2-, 3- and 4-(2-methoxyphenyl)pyridines (7-9) are readily synthesized using cross-coupling reactions. Whereas the amines 1, 2 undergo side reactions, the corresponding amides 3, 4 are deprotonated with lithium 2,2,6,6-tetramethylpiperidide (LTMP): the compound 3 at C6′ under in situ quenching, and the compound 4 at C4′. When the ether 7 is subjected to the same reagent, lithiation occurs at C6′.

Rhodium(I)-Catalyzed Aryl C-H Carboxylation of 2-Arylanilines with CO2

An unprecedented Rh(I)-catalyzed, amino-group-assisted C-H carboxylation of 2-arylanilines with CO2 under redox-neutral conditions has been developed. This reaction was promoted by a phosphine ligand with t-BuOK as the base and did not require the use of additional strong organometallic reagent. It enabled an efficient direct conversion of a broad range of 2-(hetero)arylanilines including electron-deficient heteroarenes to various phenanthridinones. Possible intermediates of the reaction were also evaluated in the preliminary mechanistic studies.

Efficient 11C-carbonylation of isolated aryl palladium complexes for PET: Application to challenging radiopharmaceutical synthesis

We describe the successful implementation of palladium-aryl oxidative addition complexes as stoichiometric reagents in carbonylation reactions with 11CO to produce structurally challenging, pharmaceutically relevant compounds. This method enables the first 11C-carbonyl labeling of an approved PET tracer, [11C]raclopride, for the dopamine D2/D3 receptor by carbonylation with excellent radiochemical purity and yield. Two other molecules, [11C]olaparib and [11C]JNJ 31020028, were efficiently labeled in this manner. The technique distinguishes itself from existing methods by the markedly improved purity profiles of the tracer molecules produced and provides access to complex structures in synthetically useful yields, hereby offering a viable alternative to other 11C-labeling strategies.