879291-27-7

Usage

Uses

Used in Organic Synthesis:
2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is used as a synthetic intermediate for the preparation of various organic compounds due to its capacity to participate in cross-coupling reactions facilitated by the boron-containing dioxaborolane group. This feature makes it a valuable building block in the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
In the pharmaceutical industry, 2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine may be utilized as a lead compound for the development of new drugs. The presence of the pyrazole ring, which is often found in biologically active molecules, suggests that 2-(1-methyl-1H-pyrazol-3-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine could possess pharmacological properties, warranting further investigation into its potential therapeutic applications.

Upstream product

• 1008-89-5 2-phenylpyridine 
• 73183-34-3 bis(pinacol)diborane 
• 53698-54-7 5-methoxyl-2-phenylpyridine 
• 105170-27-2 2-bromo-5-methoxypyridine 
• 40473-01-6 2-Bromo-5-chloro-pyridine 
• 624-28-2 2,5-dibromopyridine 
• 27012-25-5 5-bromo-2-phenylpyridine 
• 98-80-6 phenylboronic acid 
• 16110-09-1 2,5 dichloropyridine 
• 58254-76-5 5-chloro-2-phenylpyridine 

Relevant academic research and scientific papers

Selective C-O Bond Reduction and Borylation of Aryl Ethers Catalyzed by a Rhodium-Aluminum Heterobimetallic Complex

We report the catalytic reduction of a C-O bond and the borylation by a rhodium complex bearing an X-Type PAlP pincer ligand. We have revealed the reaction mechanism based on the characterization of the reaction intermediate and deuterium-labeling experiments. Notably, this novel catalytic system shows steric-hindrance-dependent chemoselectivity that is distinct from conventional Ni-based catalysts and suggests a new strategy for selective C-O bond activation by heterobimetallic catalysis.

Compound, electron transport material and organic electroluminescent device

The present application provides a compound of general formula (I), which can be used in an electron transport material. The compound is high in bond energy among atoms, good in thermal stability, beneficial to solid-state accumulation among molecules, hi

Transformations of Aryl Ketones via Ligand-Promoted C?C Bond Activation

The coupling of aromatic electrophiles (aryl halides, aryl ethers, aryl acids, aryl nitriles etc.) with nucleophiles is a core methodology for the synthesis of aryl compounds. Transformations of aryl ketones in an analogous manner via carbon–carbon bond activation could greatly expand the toolbox for the synthesis of aryl compounds due to the abundance of aryl ketones. An exploratory study of this approach is typically based on carbon–carbon cleavage triggered by ring-strain release and chelation assistance, and the products are also limited to a specific structural motif. Here we report a ligand-promoted β-carbon elimination strategy to activate the carbon–carbon bonds, which results in a range of transformations of aryl ketones, leading to useful aryl borates, and also to biaryls, aryl nitriles, and aryl alkenes. The use of a pyridine-oxazoline ligand is crucial for this catalytic transformation. A gram-scale borylation reaction of an aryl ketone via a simple one-pot operation is reported. The potential utility of this strategy is also demonstrated by the late-stage diversification of drug molecules probenecid, adapalene, and desoxyestrone, the fragrance tonalid as well as the natural product apocynin.

Cyclo-aryl iridium compound and organic electroluminescence device using the compound

The present invention discloses a cyclo-aryl iridium compound and a phosphorescent organic electroluminescence (organic EL) device using the cyclo-aryl iridium compound as a light-emitting dopant of the light-emitting layer. The organic EL device has good

Biscarbazole derivative host materials and green emitter for OLED emissive region

An organic electroluminescence device utilizes a novel combination comprising one or more biscarbazole derivative compounds as the phosphorescent host material in combination with a green phosphorescent dopant material in the light emitting region of the device, where the biscarbazole derivative compounds are represented by a formula (1A) or (1B) below; where A1 represents a substituted or unsubstituted nitrogen-containing heterocyclic group having 1 to 30 ring carbon atoms; A2 represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or substituted or unsubstituted nitrogen-containing heterocyclic group having 1 to 30 ring carbon atoms; X1 and X2 each are a linking group; Y1 to Y4 each represent a substituent; p and q represent an integer of 1 to 4; and r and s represent an integer of 1 to 3; and the green phosphorescent dopant material is a phosphorescent organometallic complex having a chemical structure represented by LL′L″M wherein M is a metal that forms octahedral complexes, L, L′, and L″ are equivalent or inequivalent bidentate ligands wherein each L comprises a substituted or unsubstituted phenylpyridine ligand coordinated to M through an sp2 hybridized carbon and N; and, one of L, L′ and L″ is different from at least one of the other two.

pyridyl substituted triazine derivatives and organic electroluminescent device including the same

The present invention relates to a novel triazine derivative having excellent current density and outstanding durability, and to an organic electroluminescent device comprising the same. The triazine derivative has a pyridyl group and is represented by chemical formula 1. In the chemical formula 1, the definition of each substituent is the same as defined in the detailed description of the invention.(AA) Negative electrode(BB) Electron injection layer(CC) Electron transport layer(DD) Light emitting layer(EE) Hole transport layer(FF) Hole injection layer(GG) Positive electrodeCOPYRIGHT KIPO 2016

PHOSPHORESCENT MATERIALS

Novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing. Additionally, methods are provided for making homoleptic Ir (III) compounds which may contain a twisted aryl.

BASE METAL CATALYZED BORYLATION OF ARENES AND AROMMATIC HETEROCYCLES

In one aspect, cobalt complexes are described herein. In some embodiments, such cobalt complexes employ bis(phosphine) or bis(imine) ligand and are operable as catalysts for borylation of arenes and aromatic heterocycles.

Cobalt-catalyzed C-H borylation

A family of pincer-ligated cobalt complexes has been synthesized and are active for the catalytic C-H borylation of heterocycles and arenes. The cobalt catalysts operate with high activity and under mild conditions and do not require excess borane reagents. Up to 5000 turnovers for methyl furan-2-carboxylate have been observed at ambient temperature with 0.02 mol % catalyst loadings. A catalytic cycle that relies on a cobalt(I)-(III) redox couple is proposed.

Iridium-catalyzed C-H borylation of pyridines

The iridium-catalysed C-H borylation is a valuable and attractive method for the preparation of aryl and heteroaryl boronates. However, application of this methodology for the preparation of pyridyl and related azinyl boronates can be challenged by low reactivity and propensity for rapid protodeborylation, particularly for a boronate ester ortho to the azinyl nitrogen. Competition experiments have revealed that the low reactivity is due to inhibition of the active catalyst through coordination of the azinyl nitrogen lone pair at the vacant site on the iridium. This effect can be overcome through the incorporation of a substituent at C-2. Moreover, when this is sufficiently electron-withdrawing protodeborylation is sufficiently slowed to permit isolation and purification of the C-6 boronate ester. Following functionalization, reduction of the directing C-2 substituent provides the product arising from formal ortho borylation of an unhindered pyridine ring. This journal is the Partner Organisations 2014.