4-(Oxazol-5-yl)benzonitrile

Name: 4-(Oxazol-5-yl)benzonitrile
Brand: ChemScene
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CAS No. 87150-13-8
Cat. No. CS-0060228
Purity≥97%
MDL No.None

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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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Structure of 87150-13-8

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General Information

CAS No. 87150-13-8
Cat. No. CS-0060228
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆N₂O
Molecular Weight 170.17
Synonym(s) 4-(1,3-Oxazol-5-yl)benzonitrile
SMILES N#CC1=CC=C(C2=CN=CO2)C=C1

Description

4-(Oxazol-5-yl)benzonitrile features a rigid, electron-deficient aromatic core that integrates a nitrile group and a heteroaromatic oxazole moiety. This combination enables efficient coupling in transition-metal-catalyzed reactions and enhances binding affinity in target-directed synthesis. The molecule exhibits robust stability under standard conditions and demonstrates favorable solubility in common organic solvents.

Application

4-(Oxazol-5-yl)benzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. Its dual functionality—aryl nitrile and oxazole ring—confers high stability, favorable solubility, and compatibility with diverse reaction conditions. The molecule facilitates efficient access to bioactive architectures commonly found in kinase inhibitors and CNS-targeted compounds, offering robust performance in standard synthetic workflows.

Synthesis

Route1
- 38622-91-2
- In-stock
  
  105-07-7
- ~99%
- In-stock
  
  87150-13-8
References
- YALE UNIVERSITY; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; CAMBRIDGE ENTERPRISE LIMITED UNIVERSITY OF CAMBRIDGE; CREWS, Craig, M.; BUCKLEY, Dennis; CIULLI, Alessio; JORGENSEN, William; GAREISS, Peter, C.; MOLLE, Inge, Van; GUSTAFSON, Jeffrey; TAE, Hyun-Seop; MICHEL, Julien; HOYER, Dentin, Wade; ROTH, Anke, G.; HARLING, John, David; SMITH, Ian Edward, David; MIAH, Afjal, Hussain; CAMPOS, Sebastian, Andre; LE, Joelle Patent: WO2013/106646 A2, 2013 ; Location in patent: Page/Page column 185-186 ;
Route2
- In-stock
  
  105-07-7
- ~39%
- In-stock
  
  87150-13-8
References
- Kulkarni, Bheemashankar A.; Ganesan Tetrahedron Letters, 1999 , vol. 40, # 30 p. 5633 - 5636

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 49.82
LogP 2.21328
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(Oxazol-5-yl)benzonitrile

CAS No. 87150-13-8

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