1083168-92-6

Basic information

• Product Name: 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester
• Synonyms: 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester;5,6-diMethoxypyridin-3-ylboronic acid pinacol ester;5,6-Dimethoxypyridine-3-boronic acid pinacol ester;2,3-Dimethoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
• CAS NO: 1083168-92-6
• Molecular Formula: C₁₃H₂₀BNO₄
• Molecular Weight: 283.12848
• Mol File: 1083168-92-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester(1083168-92-6)
• EPA Substance Registry System: 2,3-Dimethoxypyridine-5-boronic acid,pinacol ester(1083168-92-6)

Safety Data

• Hazardous Substances Data: 1083168-92-6(Hazardous Substances Data)

Usage

Description

2,3-Dimethoxypyridine-5-boronic acid, pinacol ester is a chemical compound with the molecular formula C12H18BNO4, typically appearing as a light yellow to yellow solid. It is widely utilized in the realm of organic synthesis, particularly for its role in Suzuki-Miyaura cross-coupling reactions, which are pivotal for the formation of carbon-carbon bonds. The boronic acid, pinacol ester group is the key component that facilitates these reactions. Due to its sensitivity to air and moisture, it requires proper handling and suitable storage conditions to prevent skin and eye irritation, as well as potential harm from inhalation.

Uses

Used in Organic Synthesis:
2,3-Dimethoxypyridine-5-boronic acid, pinacol ester is used as a reagent in organic synthesis for its ability to participate in Suzuki-Miyaura cross-coupling reactions. This application is crucial for the formation of carbon-carbon bonds, which are fundamental in creating a variety of organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3-Dimethoxypyridine-5-boronic acid, pinacol ester is used as a building block for the synthesis of complex organic molecules, including potential drug candidates. Its involvement in cross-coupling reactions allows for the creation of diverse molecular structures that can be tailored for specific therapeutic applications.
Used in Material Science:
2,3-Dimethoxypyridine-5-boronic acid, pinacol ester is also utilized in material science as a component in the development of new materials with unique properties. The cross-coupling reactions it facilitates can lead to the synthesis of polymers and other materials with tailored characteristics for various applications, such as electronics, coatings, and adhesives.
Used in Research and Development:
In research and development settings, 2,3-Dimethoxypyridine-5-boronic acid, pinacol ester is employed as a tool for exploring new chemical reactions and mechanisms. Its role in cross-coupling reactions provides a platform for scientists to study and innovate new synthetic pathways and methodologies in organic chemistry.

Upstream product

• 52605-98-8 5-bromo-2,3-dimethoxypyridine 
• 73183-34-3 bis(pinacol)diborane 
• 52605-97-7 2,3-dimethoxypyridine 

Downstream Products

• 1315534-54-3 2-(3-(5-(5,6-dimethoxypyridin-3-yl)-1-oxoisoindolin-2-yl)phenyl)acetonitrile 
• 1186310-85-9 5, 6-dimethoxypyridin-3-ol 
• 1383988-61-1 2-amino-6-[5,6-bis(methyloxy)-3-pyridinyl]-3-phenyl-4(3H)-quinazolinone 
• 1315544-59-2 methyl 2-(bromomethyl)-4-(5,6-dimethoxy-3-pyridyl)-6-methylbenzoate 
• 1315545-11-9 C₁₆H₁₅BrClNO₄ 
• 1315544-61-6 methyl 2-chloro-4-(5,6-dimethoxy-3-pyridyl)-6-methylbenzoate 
• 1315544-58-1 methyl 4-(5,6-dimethoxy-3-pyridyl)-2,6-dimethylbenzoate 

Relevant articles and documents

Contorted Heteroannulated Tetraareno[a,d,j,m]coronenes

Fused polycyclic aromatic compounds are interesting materials for organic electronics applications. To fine-tune photophysical or electrochemical properties, either various substituents can be attached or heteroatoms (such as N or S) can be incorporated into the fused aromatic backbone. Coronenes and heterocoronenes are promising compounds in this respect. Up until now, the possibilities for varying the attached fused heteroaromatics at the coronene core were quite limited, and realizing both electron-withdrawing and -donating rings at the same time was very difficult. Here, a series of pyridine, anisole and thiophene annulated tetraareno[a,d,j,m]coronenes has been synthesized by a facile two-step route that is a combination of Suzuki-Miyaura cross-coupling and a following cyclization step, starting from three different diarenoperylene dibromides. The contorted molecular π-planes of the obtained cata-condensed tetraarenocoronenes were analyzed by single-crystal X-ray crystallography, and the photophysical and electrochemical properties were systematically investigated by UV/Vis spectroscopy and cyclovoltammetry.

INHIBITORS OF PI3 KINASE

The present invention relates to compounds of Formula I, II or III or a pharmaceutically acceptable salt thereof; methods of treating diseases or conditions, such as cancer, using the compounds; and pharmaceutical compositions containing the compounds, wherein the variables are as defined herein

MODULATORS OF CFTR

Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette ("ABC") transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator ("CFTR"). The present invention also relates to methods of treating CFTR mediated diseases using compounds of the present invention.