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634492

Sigma-Aldrich

4-Pyridinylboronic acid

90%

Sinonimo/i:

4-Pyridineboronic acid, 4-Pyridylboronic acid

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About This Item

Formula empirica (notazione di Hill):
C5H6BNO2
Numero CAS:
1692-15-5
Peso molecolare:
122.92
Numero MDL:
MFCD01074545
Codice UNSPSC:
12352103
ID PubChem:
24882629
NACRES:
NA.22

Saggio

90%

Forma fisica

solid

Punto di fusione

>300 °C (lit.)

Temperatura di conservazione

−20°C

Stringa SMILE

OB(O)c1ccncc1

InChI

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

Categorie correlate

Descrizione generale

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

Applicazioni

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

Altre note

Contains varying amounts of anhydride

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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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)
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.
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
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
One-pot approach to N-quinolyl 3?/4?-biaryl carboxamides by microwave-assisted Suzuki--Miyaura coupling and N-boc deprotection
ZY Huang, et al.
The Journal of Organic Chemistry, 81, 9647-9657 (2016)
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Articoli

Suzuki-Miyaura Cross-Coupling Reagents

Suzuki-Miyaura cross-coupling reaction is extensively used in organic chemistry, polymer science, and pharmaceutical industries.

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