3-Chloro-2-methoxypyridine-5-boronic acid

Name: 3-Chloro-2-methoxypyridine-5-boronic acid
Brand: ChemScene
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CAS No. 942438-89-3
Cat. No. CS-0046219
Purity≥98%
MDL No.MFCD04972386

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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+
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3-Chloro-2-methoxypyridine-5-boronic acid|CS-0046219

Structure of 942438-89-3

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General Information

CAS No. 942438-89-3
Cat. No. CS-0046219
Purity ≥98%
MDL No. MFCD04972386
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BClNO₃
Molecular Weight 187.39
Synonym(s) B-(5-Chloro-6-methoxy-3-pyridinyl)boronic acid
SMILES COC1=NC=C(C=C1Cl)B(O)O

Description

3-Chloro-2-methoxypyridine-5-boronic acid features a pyridine scaffold bearing a boronic acid group at the 5-position and complementary substituents at the 3-chloro and 2-methoxy sites. This configuration enables direct incorporation into Suzuki-Miyaura cross-coupling reactions under standard conditions, delivering functionalized heterocycles with high chemoselectivity. The methoxy group enhances solubility in polar solvents, while the chloropyridine moiety provides a handle for further derivatization. This compound serves as a key intermediate in the synthesis of bioactive molecules and advanced materials.

Application

3-Chloro-2-methoxypyridine-5-boronic acid serves as a versatile building block in palladium-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The boronic acid functionality offers excellent bench stability and compatibility with diverse reaction conditions, while the chloro and methoxy groups provide orthogonal reactivity for sequential functionalization. This compound facilitates rapid access to complex pyridine-based scaffolds relevant to medicinal chemistry and materials science.

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 62.58
LogP -0.5766
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Chloro-2-methoxypyridine-5-boronic acid

CAS No. 942438-89-3

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