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642622 Sigma-Aldrich

3-Pyridineboronic acid neopentylglycol ester

97%

Synonym: 5,5-Dimethyl-2-(3-pyridyl)-1,3,2-dioxaborinane, Pyridine-3-boronic acid neopentylglycol ester

  • CAS Number 845885-86-1

  • Empirical Formula (Hill Notation) C10H14BNO2

  • Molecular Weight 191.03

  •  MDL number MFCD03425979

  •  PubChem Substance ID 24883211

  •  NACRES NA.22

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Properties

Related Categories Boronate Esters, Boronic Acids and Derivatives, Chemical Synthesis, Heteroaryl Boronate Esters, Organometallic Reagents More...
Quality Level   100
assay   97%
mp   92-96 °C (lit.)
SMILES string   CC1(C)COB(OC1)c2cccnc2
InChI   1S/C10H14BNO2/c1-10(2)7-13-11(14-8-10)9-4-3-5-12-6-9/h3-6H,7-8H2,1-2H3
InChI key   QMEKTOQBDDVVBE-UHFFFAOYSA-N

Description

Application

3-Pyridineboronic acid neopentylglycol ester can be used as a reactant:
• To synthesize N-alkyl-3-boronopyridinium salts by reacting with corresponding alkyl halides.
•  In the ruthenium-catalyzed diastereoselective C-H bond α-arylation of cyclic amines.
•  To prepare 2-(3-pyridyl)benzoxazole by reacting with benzoxazole via copper-catalyzed oxidative arylation reaction.
•  In the Suzuki-Miyaura cross-coupling reaction.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Boronic Acid Esters - Chemfiles Volume 4 Article 2

The synthesis of biaryl compounds via the Suzuki–Miyaura coupling reaction has become more commonplace now that many arylboronic acids are readily available. Several years ago, Miyaura et al. demonst...
Chemfiles Volume 4 Article 2
Keywords: Coupling reactions, Suzuki-Miyaura coupling

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. New offerings a...
ChemFiles Volume 4 Article 2
Keywords: Coupling reactions

Peer-Reviewed Papers
15

References

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