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634492

Sigma-Aldrich

4-Pyridinylboronic acid

90%

Sinónimos:

4-Pyridineboronic acid, 4-Pyridylboronic acid

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About This Item

Fórmula empírica (notación de Hill):
C5H6BNO2
Número de CAS:
1692-15-5
Peso molecular:
122.92
Número MDL:
MFCD01074545
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
24882629
NACRES:
NA.22

Nivel de calidad

100

Análisis

90%

formulario

solid

mp

>300 °C (lit.)

temp. de almacenamiento

−20°C

cadena SMILES

OB(O)c1ccncc1

InChI

1S/C5H6BNO2/c8-6(9)5-1-3-7-4-2-5/h1-4,8-9H

Clave InChI

QLULGIRFKAWHOJ-UHFFFAOYSA-N

Categorías relacionadas

Descripción general

4-Pyridinylboronic acid is commonly used as a reagent in cross-coupling reactions such as Suzuki-Miyaura cross-coupling.

Aplicación

Reagent used for
  • Palladium-catalyzed Suzuki-Miyaura coupling reactions
  • Ligand-free palladium-catalyzed Suzuki coupling reaction under microwave irradation

Reagent used in Preparation of
  • HIV-1 protease inhibitors
  • Potential cancer threapeutics, such as PDK1 and protein kinase CK2 inhibitors

Otras notas

Contains varying amounts of anhydride

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
MKCQ5422
MKCN5544
MKCK6174
MKCG9894
MKCB1153V

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Sumin Lee et al.
Organic letters, 14(9), 2238-2241 (2012-04-28)
The kinetic process of key intermediates involved in the electrochemical ring opening of photochromic dithienylcyclopentenes (DTEs) has been observed for the first time, where the electronic nature of the DTEs is an important factor that determines the rate-determining step in
Jorge Cruz-Huerta et al.
Chemical communications (Cambridge, England), 48(35), 4241-4243 (2012-03-23)
The combination of two heteroaromatic boronic acids with pentaerythritol gave self-complementary tectons which were suitable for the generation of 2D and 3D molecular networks.
Sarah J Vella et al.
Beilstein journal of organic chemistry, 14, 1908-1916 (2018-08-17)
A two-station [2]catenane containing a large macrocycle with two different recognition sites, one bis(pyridinium)ethane and one benzylanilinium, as well as a smaller DB24C8 ring was synthesized and characterized. 1H NMR spectroscopy showed that the DB24C8 ring can shuttle between the
Jin-Tao Yu et al.
Organic & biomolecular chemistry, 10(7), 1359-1364 (2011-12-20)
An efficient palladium-catalyzed Suzuki-Miyaura coupling method involving the reaction between CTV-Br(3) and a variety of aryl and heteroaryl boronic acids in the presence of indolyl phosphane ligands has been developed. This reaction procedure provided a series of C(3)-symmetric aryl-extended rigid
Ligand-free, PdCl2(PPh3)2-catalyzed, microwave-assisted Suzuki coupling of 1-chloro-3-phenylisoquinoline in the synthesis of diversified 1,3-disubstituted isoquinolines
Prabakaran, K.; Nawaz Khan, F.; Jin, J. S.
Research on Chemical Intermediates, 38, 337-346 (2012)
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Artículos

Suzuki–Miyaura Coupling Reagents

This brochure contains a comprehensive selection of boronic acids, boronic acid esters, diboron esters, and transition-metal catalysts useful for the Suzuki–Miyaura coupling reaction

Suzuki-Miyaura Cross-Coupling Reagents

The Suzuki-Miyaura cross-coupling reaction is an important and extensively used reaction in organic chemistry with applications in polymer science and in the fine chemicals and pharmaceutical industries.

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