(2-Cyanopyridin-4-yl)boronic acid

Name: (2-Cyanopyridin-4-yl)boronic acid
Brand: ChemScene
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CAS No. 903513-60-0
Cat. No. CS-0113044
Purity≥95%
MDL No.MFCD10696640

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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-Cyanopyridin-4-yl)boronic acid|CS-0113044

Structure of 903513-60-0

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Description

(2-Cyanopyridin-4-yl)boronic acid features a boronic acid group conjugated to a cyano-substituted pyridine ring, enabling direct incorporation into Suzuki-Miyaura couplings. The electron-deficient heterocycle enhances reactivity, while the nitrile moiety offers synthetic versatility for downstream functionalization. This bench-stable reagent facilitates efficient access to complex arylated nitriles in medicinal chemistry and materials synthesis.

Application

(2-Cyanopyridin-4-yl)boronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized pyridine scaffolds. Its cyanide and boronic acid groups offer orthogonal reactivity, facilitating downstream transformations such as nucleophilic additions and Suzuki-Miyaura couplings. The compound exhibits good bench stability and is readily purified by standard methods, making it well-suited for medicinal chemistry and process development workflows.

General Information

CAS No. 903513-60-0
Cat. No. CS-0113044
Purity ≥95%
MDL No. MFCD10696640
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅BN₂O₂
Molecular Weight 147.93
Synonym(s) 2-Cyanopyridine-4-boronic acid
SMILES N#CC1=NC=CC(B(O)O)=C1

Computational Chemistry Data

TPSA 77.14
LogP -1.36692
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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(2-Cyanopyridin-4-yl)boronic acid

CAS No. 903513-60-0

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