13141-43-0

Usage

Uses

Used in Organic Synthesis:
2-(Pyridin-2-ylethynyl)aniline is utilized as a key intermediate in the synthesis of complex organic molecules, leveraging its reactive ethynyl group for the formation of new chemical bonds and the creation of a diverse array of organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-(Pyridin-2-ylethynyl)aniline serves as a crucial building block for the development of new drugs. Its unique structure allows for the design of molecules with specific biological activities, targeting a range of therapeutic areas.
Used in Agrochemical Development:
2-(Pyridin-2-ylethynyl)aniline is also employed in the agrochemical sector, where it contributes to the synthesis of compounds with pesticidal or herbicidal properties, enhancing crop protection and yield.
Used in Coordination Chemistry:
As a ligand in coordination chemistry, 2-(Pyridin-2-ylethynyl)aniline is applied for the formation of metal complexes. These complexes can exhibit unique catalytic, optical, or electronic properties, making them valuable in various industrial applications, including catalysis and materials science.
Used in Chemical Research and Development:
2-(Pyridin-2-ylethynyl)aniline's versatility and unique properties make it an essential molecule for research and development in the chemical sciences. It is used to explore new reaction pathways, develop innovative synthetic methods, and understand the fundamental principles of chemical interactions.

Upstream product

• 155372-21-7 2-((2-nitrophenyl)ethynyl)pyridine 
• 1945-84-2 2-ethynylpyridine 
• 615-43-0 2-iodophenylamine 
• 77340-84-2 2-(o-nitrostyryl)-pyridine 
• 109-04-6 2-bromo-pyridine 
• 52670-38-9 2-ethynylaniline 
• 681463-39-8 2-(α,β-dichloro-2-nitro-phenethyl)-pyridine 

Downstream Products

• 855749-06-3 4-methyl-N-(2-(pyridin-2-ylethynyl)phenyl)benzenesulfonamide 
• 1323111-31-4 6-(4-methoxyphenyl)-7H-benzo[f]pyrido[1,2-b][2,7]naphthyridin-7-one 
• 1323111-28-9 6-(4-fluorobenzyl)-7H-benzo[f]pyrido[1,2-b][2,7]naphthyridin-7-one 
• 1323111-23-4 6-phenethyl-7H-benzo[f]pyrido[1,2-b][2,7]naphthyridin-7-one 
• 1323111-30-3 6-phenyl-7H-benzo[f]pyrido[1,2-b][2,7]naphthyridin-7-one 
• 1323111-32-5 2-[3-(pyridin-2-yl)-4-(pyridin-2-ylmethyl)quinolin-2-yl]aniline 

Relevant academic research and scientific papers

Copper-catalyzed trifluoromethylazidation and rearrangement of aniline-linked 1,7-enynes: Access to CF3-substituted azaspirocyclic dihydroquinolin-2-ones and furoindolines

A set of reactions involving copper-catalyzed trifluoromethylazidation and then rearrangement of aniline-linked 1,7-enynes with the relatively poorly reactive Togni reagent I and TMSN3 was developed, and provided facile access to structurally d

Base-Promoted Synthesis of Quinoline-4(1H)-thiones from o-Alkynylanilines and Aroyl Isothiocyanates

A base-promoted synthesis of quinoline-4(1H)-thiones has been accomplished from the in situ generated o-alkynylthiourea, obtained by reacting o-alkynylanilines with aroyl/acyl isothiocyanates. A 6-exo-dig S-cyclization of the in situ generated thiourea is

ZnBr2-mediated synthesis of indoles in a ball mill by intramolecular hydroamination of 2-alkynylanilines

A method for the intermolecular hydroamination of 2-alkynylanilines in a planetary ball mill is described, which avoids the use of solvents during the reaction. Different additives were tested, whereby ZnBr2 in stoichiometric amounts showed the best performance in terms of yield and selectivity. Furthermore, the materials used for milling balls and beakers as well as the milling time and the rotation frequency were changed in order to achieve the best reaction conditions. As a result, two methods for the synthesis of 2-substituted 1H-indoles are described with their respective advantages and disadvantages. Both methods were used to convert different alkyl and aryl containing 2-ethynylanilines. This journal is the Partner Organisations 2014.

Cycloisomerization of 2-alkynylanilines to indoles catalyzed by carbon-supported gold nanoparticles and subsequent homocoupling to 3,3′-biindoles

Elevated by the support: 2-Alkynyl aniline cycloisomerization to indole is catalyzed by cationic Au NPs on a carbon support. Electroneutral and rich 2-aryl indoles are further converted into 3,3′-biindoles by oxidative homocoupling that is readily catalyzed by the Au NPs on carbon, and exclusively but also somewhat sluggishly by the carbon support. Copyright

Protonated DBU as catalyst for cascade addition-cyclization of 2-alkynylaniline and carbon disulfide

Protonated 1,8-diazabicyclo[5,4,0]undec-7-ene as catalyst for cascade addition/cyclization of 2-alkynylaniline and carbon disulfide has been described. This process provides a convenient route for synthesis of a variety of benzo[d][1,3]thiazine-2(4H)-thio

Efficient preparation of 4-hydroxyquinolin-2(1 H)-one derivatives with silver-catalyzed carbon dioxide incorporation and intramolecular rearrangement

Although 4-hydroxyquinolin-2(1H)-one derivatives have attracted much attention due to their biological benefits, conventional reactions under harsh heat conditions must be employed to provide these key compounds. In the presence of a catalytic amount of s

Sequential hydration-condensation-double cyclization of pyridine-substituted 2-alkynylanilines: An efficient approach to quinoline-based heterocycles

An environmentally benign and atom-economical process to construct a unique quinoline-based tetracyclic scaffold, through sequential hydration- condensation-double cyclization reactions, has been described. The reaction starts with readily available pyrid

Structure-activity relationships of substituted 1-pyridyl-2-phenyl-1,2- ethanediones: Potent, selective carboxylesterase inhibitors

Inhibition of intestinal carboxylesterases may allow modification of the pharmacokinetics/pharmacodynamic profile of existing drugs by altering half-life or toxicity. Since previously identified diarylethane-1,2-dione inhibitors are decidedly hydrophobic,

Microwave-assisted synthesis of indole- and azaindole-derivatives in water via cycloisomerization of 2-alkynylanilines and alkynylpyridinamines promoted by amines or catalytic amounts of neutral or basic salts

An efficient methodology is described and exploited for the preparation of differently substituted indoles and azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, which is promoted by catalytic amounts of neutral or basic salts or by stoichiometric weak organic bases. Good to high yields in the cyclization can be achieved for a variety of 2-amino(hetero)aryl alkynes. Reactions are run without any added metal catalyst. A comparison with the cycloisomerization conducted under conventional heating is also described. An efficient methodology is described for the preparation of differently substituted 1H-indoles and 1H-azaindoles via microwave-assisted cycloisomerization in water of 2-alkynylanilines and alkynylpyridinamines, promoted by catalytic amounts of neutral or basic salts or by weak organic bases.

InBr3-promoted divergent approach to polysubstituted indoles and quinolines from 2-ethynylanilines: Switch from an intramolecular cyclization to an intermolecular dimerization by a type of terminal substituent group

(Chemical Equation Presented) Use of a 2-ethynylaniline having an alkyl or aryl group on the terminal alkyne selectively produced a variety of polyfunctionalized indole derivatives in moderate to excellent yields via indium-catalyzed intramolecular cyclization of the corresponding alkynylaniline. In contrast, employment of a substrate with a trimethylsilyl group or with no substituent group on the terminal triple bond, exclusively afforded polysubstituted quinoline derivatives in good yields via indium-promoted intermolecular dimerization of the ethynylaniline. This indium catalytic system successfully accommodated the intramolecular cyclization of other arylalkyne skeletons involving a carboxylic acid and an amide group.