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Merck

512125

Sigma-Aldrich

3-Pyridinboronsäure

≥95.0%

Synonym(e):

3-Pyridinylborsäure

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About This Item

Empirische Formel (Hill-System):
C5H6BNO2
CAS-Nummer:
Molekulargewicht:
122.92
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.22

Assay

≥95.0%

Form

solid

mp (Schmelzpunkt)

>300 °C (lit.)

SMILES String

OB(O)c1cccnc1

InChI

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

InChIKey

ABMYEXAYWZJVOV-UHFFFAOYSA-N

Anwendung

3-Pyridinylboronic acid can be used as a reagent for:
  • Phosphine-free Suzuki-Miyaura cross-coupling reactions.
  • Regioselective Suzuki-Miyaura coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation.
  • N-arylation using copper acetylacetonate catalyst.
  • Copper-mediated cyanation and regioselective cyanation of electron-rich benzenes.

It can also be used to prepare:
  • New linear poly(phenylpyridyl) chains by Suzuki coupling.
  • Oligopyridyl foldamers as mimics of a-helix twist.
  • Many highly significant therapeutic enzymatic and kinase inhibitors and receptor antagonists.
  • Pyridine substituted pyridinium N-(2′-azinyl)aminides by reacting with dibromo pyridinium aminides via Suzuki coupling reaction.

Sonstige Hinweise

Contains varying amounts of anhydride

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Artikel

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

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