2-Chloro-3-fluoropyridine-4-boronic acid

Name: 2-Chloro-3-fluoropyridine-4-boronic acid
Brand: ChemScene
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CAS No. 937595-71-6
Cat. No. CS-0007641
Molecule weight175.35
Purity≥95%
MDL No.MFCD04972403

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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-Chloro-3-fluoropyridine-4-boronic acid|CS-0007641

Structure of 937595-71-6

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General Information

CAS No. 937595-71-6
Cat. No. CS-0007641
Purity ≥95%
MDL No. MFCD04972403
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BClFNO₂
Molecular Weight 175.35
Synonym(s) Boronic acid, B-(2-chloro-3-fluoro-4-pyridinyl)-
SMILES FC1=C(B(O)O)C=CN=C1Cl

Description

2-Chloro-3-fluoropyridine-4-boronic acid features a strategically positioned boronic acid group on a fluorinated pyridine scaffold, enabling direct coupling in Suzuki-Miyaura reactions. The electron-deficient heterocycle enhances reactivity while maintaining bench-stable handling under standard conditions. This compound integrates efficiently into complex molecular architectures requiring orthogonal functionalization.

Application

2-Chloro-3-fluoropyridine-4-boronic acid serves as a versatile building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The ortho-halogen and fluorine substituents provide orthogonal reactivity for sequential functionalization, while the boronic acid group offers excellent bench stability and compatibility with diverse reaction partners. Its structure facilitates the synthesis of complex fluorinated heterocycles and drug-like scaffolds relevant to medicinal chemistry and agrochemical development.

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 -0.4461
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Chloro-3-fluoropyridine-4-boronic acid

CAS No. 937595-71-6

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