10586-52-4

Basic information

• Product Name: 2-phenyl-1H-pyrrolo[2,3-b]pyridine
• Synonyms: 2-phenyl-1H-pyrrolo[2,3-b]pyridine
• CAS NO: 10586-52-4
• Molecular Formula: C₁₃H₁₀N₂
• Molecular Weight: 194.23
• Mol File: 10586-52-4.mol
• Article Data: 28

Chemical Properties

• Melting Point: 195-198 °C
• Boiling Point: 476.5±28.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• PKA: 6.90±0.40(Predicted)
• CAS DataBase Reference: 2-phenyl-1H-pyrrolo[2,3-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-1H-pyrrolo[2,3-b]pyridine(10586-52-4)
• EPA Substance Registry System: 2-phenyl-1H-pyrrolo[2,3-b]pyridine(10586-52-4)

Safety Data

• Hazardous Substances Data: 10586-52-4(Hazardous Substances Data)

Usage

Description

2-Phenyl-1H-pyrrolo[2,3-b]pyridine, with the CAS number 10586-52-4, is an organic compound characterized by its unique fused-ring structure consisting of a pyrrolo and pyridine ring system, with a phenyl group attached at the 2nd position. 2-phenyl-1H-pyrrolo[2,3-b]pyridine is known for its potential applications in the synthesis of various organic molecules and pharmaceuticals.

Uses

Used in Synthetic Chemistry:
2-Phenyl-1H-pyrrolo[2,3-b]pyridine is used as a synthetic reagent for the preparation of arylbenoxazinones, which are a class of compounds with potential applications in various fields, including pharmaceuticals and materials science. The compound's unique structure allows for the creation of diverse chemical entities through its use in synthetic reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Phenyl-1H-pyrrolo[2,3-b]pyridine is utilized as a key intermediate in the synthesis of various drug candidates. Its structural properties make it a valuable building block for the development of novel therapeutic agents, particularly those targeting complex biological pathways.
Used in Materials Science:
The compound's unique structure and reactivity also make it a candidate for use in the development of new materials with specific properties, such as optoelectronic materials or advanced polymers. Its potential applications in materials science are still being explored, but its unique characteristics suggest a promising future in this field.

Upstream product

• 13534-99-1 2-Amino-3-bromopyridine 
• 98-86-2 acetophenone 
• 536-74-3 phenylacetylene 
• 113975-22-7 2-fluoro-3-iodopyridine 
• 140-10-3 (E)-3-phenylacrylic acid 
• 52200-48-3 3-bromo-2-chloropyridine 
• 104830-06-0 3-iodo-2-aminopyridine 
• 3430-17-9 2-bromo-3-picoline 
• 100-47-0 benzonitrile 
• 54230-88-5 8-bromotetrazolo[1,5-a]pyridine 
• 6286-30-2 erythro-2,3-dibromo-3-phenylpropanoic acid 
• 588-73-8 (Z)-β-bromostyrene 
• 98-81-7 1-bromovinylbenzene 
• 877593-11-8 2-(tert-butoxycarbonyl)amino-3-hydrohymethyl pyridine 

Downstream Products

• 214400-10-9 Al(CH₃)(C₇H₄N₂C₆H₅)2(C₇H₅N₂C₆H₅) 
• 521984-94-1 1-methyl-2-phenyl-1H-pyrrolo-[2,3-b]pyridine 
• 521985-26-2 1-methoxymethyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine 
• 1439397-16-6 tert-butyl 1-(4-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl)cyclobutylcarbamate 
• 1439397-11-1 1-(4-(1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridin-3-yl)phenyl)cyclobutanamine 
• 945608-15-1 3-iodo-1-methyl-2-phenyl-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Efficient synthesis of 2-substituted 7-azaindole derivatives via palladium-catalyzed coupling and C-N cyclization using 18-crown-6

A practical and straightforward preparation of various novel 2-substituted 7-azaindole derivatives from 2-amino-3-iodopyridine by a two-step procedure is described that gives the desired compounds in good overall yields. Georg Thieme Verlag Stuttgart.

Synthesis of Substituted 4-, 5-, 6-, and 7-Azaindoles from Aminopyridines via a Cascade C-N Cross-Coupling/Heck Reaction

A practical palladium-catalyzed cascade C-N cross-coupling/Heck reaction of alkenyl bromides with amino-o-bromopyridines is described for a straightforward synthesis of substituted 4-, 5-, 6-, and 7-azaindoles using a Pd2(dba)3/XPhos/t-BuONa system. This procedure consists of the first cascade C-N cross-coupling/Heck approach toward all four azaindole isomers from available aminopyridines. The scope of the reaction was investigated and several alkenyl bromides were used, allowing access to different substituted azaindoles. This protocol was further explored for N-substituted amino-o-bromopyridines.

The mechanism of lithiation and nitrile insertion reactions of β-methylazines: Evidence from the structure of 3-C5H4NCH=C(Ph)N(H)C(Ph)=NLi · PMDETA

A 1:1:1 reaction of 3-methylpyridine, 1, with LDA and PhCN in the presence of PMDETA gives the title complex 6, shown by X-ray crystallography to be the first monomeric iminolithium. The isolation of 6, and of a cyclised product 8 when a 3:10:3 reaction o

Microwave-assisted synthesis of 7-azaindoles via iron-catalyzed cyclization of an o -haloaromatic amine with terminal alkynes

An efficient and practical procedure was developed to prepare 7-azaindole, starting from an o-haloaromatic amine and corresponding terminal alkynes under microwave irradiation and the scope was demonstrated with a number of examples. The valuable features

Ir-Catalyzed Intramolecular Transannulation/C(sp2)-H Amination of 1,2,3,4-Tetrazoles by Electrocyclization

An efficient strategy for the intramolecular denitrogenative transannulation/C(sp2)-H amination of 1,2,3,4-tetrazoles bearing C8-substituted arenes, heteroarenes, and alkenes is described. The process involves the generation of the metal-nitrene intermediate from tetrazole by the combination of [CpIrCl2]2 and AgSbF6. It has been shown that the reaction proceeds via an unprecedented electrocyclization process. The method has been successfully applied for the synthesis of a diverse array of α-carbolines and 7-azaindoles.