2,3-Dichloropyridine-4-boronic acid

Name: 2,3-Dichloropyridine-4-boronic acid
Brand: ChemScene
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CAS No. 951677-39-7
Cat. No. CS-W010716
Purity≥97%
MDL No.MFCD04038756

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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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2,3-Dichloropyridine-4-boronic acid|CS-W010716

Structure of 951677-39-7

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General Information

CAS No. 951677-39-7
Cat. No. CS-W010716
Purity ≥97%
MDL No. MFCD04038756
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BCl₂NO₂
Molecular Weight 191.80
Synonym(s) boronic acid, B-(2,3-dichloro-4-pyridinyl)-
SMILES OB(O)C1=C(Cl)C(Cl)=NC=C1

Description

2,3-Dichloropyridine-4-boronic acid features a boronate group flanked by two chlorine substituents on the pyridine ring, enabling direct coupling in Suzuki-Miyaura reactions. The electron-deficient heterocycle enhances reactivity while maintaining bench-stability under standard conditions. This configuration facilitates efficient incorporation into complex molecular architectures.

Application

2,3-Dichloropyridine-4-boronic acid serves as a versatile building block in cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The boronic acid group facilitates Suzuki-Miyaura coupling under mild conditions, while the dichloropyridine motif provides orthogonal reactivity for downstream functionalization. Bench-stable and readily purified, it is well-suited for medicinal chemistry and process development workflows requiring precise control over substitution patterns.

Synthesis

Route1
- In-stock
  
  2402-77-9
- ~56%
- In-stock
  
  951677-39-7
References
- Smith, Amy E.; Clapham, Kate M.; Batsanov, Andrei S.; Bryce, Martin R.; Tarbit, Brian European Journal of Organic Chemistry, 2008 , # 8 p. 1458 - 1463

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 53.35
LogP 0.0682
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

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2,3-Dichloropyridine-4-boronic acid

CAS No. 951677-39-7

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