(2-Oxo-1,2-dihydropyridin-3-yl)boronic acid

Name: (2-Oxo-1,2-dihydropyridin-3-yl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 951655-49-5
Cat. No. CS-0053509
Purity≥95%
MDL No.MFCD12964572

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(2-Oxo-1,2-dihydropyridin-3-yl)boronic acid|CS-0053509

Structure of 951655-49-5

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General Information

CAS No. 951655-49-5
Cat. No. CS-0053509
Purity ≥95%
MDL No. MFCD12964572
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆BNO₃
Molecular Weight 138.92
Synonym(s) 1,2-Dihydro-2-oxo-pyridin-3-ylboronic acid
SMILES OB(O)C1=CC=CNC1=O

Description

This boronate moiety integrates a pyridine-based scaffold with enhanced stability and solubility. It enables direct coupling in Suzuki-Miyaura reactions under mild conditions, offering reliable performance in complex molecule assembly. The electron-deficient heterocycle facilitates selective transformations while maintaining bench-stable handling properties.

Application

(2-Oxo-1,2-dihydropyridin-3-yl)boronic acid serves as a versatile building block for the synthesis of pyridine-based heterocycles and bioactive scaffolds. Its boronic acid functionality enables efficient Suzuki-Miyaura coupling reactions under mild conditions, while the adjacent ketone group provides orthogonal reactivity for downstream transformations. The compound exhibits good bench stability and is compatible with diverse functional groups, facilitating streamlined access to complex molecular architectures in medicinal chemistry and process R&D workflows.

Synthesis

Route1
- In-stock
  
  13466-43-8
- ~69%
- In-stock
  
  951655-49-5
References
- Chin, Elbert; Li, Jim; Lui, Albert Sui-Ting; Talamas, Francisco Xavier Patent: US2010/297073 A1, 2010 ; Location in patent: Page/Page column 18 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 73.32
LogP -1.9453
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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(2-Oxo-1,2-dihydropyridin-3-yl)boronic acid

CAS No. 951655-49-5

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