Ethyl 3-bromo-1,2,4-oxadiazole-5-carboxylate

Name: Ethyl 3-bromo-1,2,4-oxadiazole-5-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 121562-09-2
Cat. No. CS-W006912
Molecule weight221.01
Purity≥97%
MDL No.MFCD06795880

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Ethyl 3-bromo-1,2,4-oxadiazole-5-carboxylate|CS-W006912

Structure of 121562-09-2

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General Information

CAS No. 121562-09-2
Cat. No. CS-W006912
Purity ≥97%
MDL No. MFCD06795880
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅BrN₂O₃
Molecular Weight 221.01
Synonym(s) 3-BROMO-[1,2,4]OXADIAZOLE-5-CARBOXYLIC ACID ETHYL ESTER
SMILES CCOC(=O)C1=NC(Br)=NO1

Description

Ethyl 3-bromo-1,2,4-oxadiazole-5-carboxylate features a brominated oxadiazole core that enables direct functionalization in late-stage synthesis. This bench-stable heterocycle integrates readily into diverse reaction networks, serving as a pivotal building block for bioactive molecule assembly.

Application

Ethyl 3-bromo-1,2,4-oxadiazole-5-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient access to 1,2,4-oxadiazole scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates reliable functionalization under standard coupling conditions, while the ester moiety supports orthogonal transformations. Bench-stable and compatible with diverse reaction environments, it functions effectively in medicinal chemistry campaigns requiring modular heterocycle construction.

Synthesis

Route1
- 74213-24-4
- In-stock
  
  623-49-4
- ~78%
- 70134-71-3
- In-stock
  
  121562-09-2
References
- Humphrey, Guy R.; Wright, Stanley H.B. Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 23 - 24

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 65.22
LogP 1.0088
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Oxadiazole compounds

Key Words

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Ethyl 3-bromo-1,2,4-oxadiazole-5-carboxylate

CAS No. 121562-09-2

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