865610-89-5

Basic information

• Product Name: Ethyl 5-(pyridin-4-yl)-1,3,4-oxadiazole-2-carboxylate
• Synonyms: Ethyl 5-(pyridin-4-yl)-1,3,4-oxadiazole-2-carboxylate
• CAS NO: 865610-89-5
• Molecular Formula: C10H9N3O3
• Molecular Weight: 219.19676
• Mol File: 865610-89-5.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethyl 5-(pyridin-4-yl)-1,3,4-oxadiazole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 5-(pyridin-4-yl)-1,3,4-oxadiazole-2-carboxylate(865610-89-5)
• EPA Substance Registry System: Ethyl 5-(pyridin-4-yl)-1,3,4-oxadiazole-2-carboxylate(865610-89-5)

Safety Data

• Hazardous Substances Data: 865610-89-5(Hazardous Substances Data)

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 4755-77-5 Ethyl oxalyl chloride 
• 14389-12-9 4-(1H-tetrazol-5-yl)-pyridine 
• 100-48-1 pyridine-4-carbonitrile 

Relevant articles and documents

N-Heterocyclic Carbene-Catalyzed Cyclization of Aldehydes with α-Diazo Iodonium Triflate: Facile Access to 2,5-Disubstituted 1,3,4-Oxadiazoles

Herein, we report a novel organocatalytic process for synthesis of complex 1,3,4-oxadiazoles from readily accessible aldehydes. By exploiting the nucleophilicity of the putative Breslow intermediate and the inherent electrophilicity of α-diazo iodonium triflate, we have found that N-heterocyclic carbene catalyst promotes efficient cyclization of various aldehydes and α-diazo iodonium triflates. The reaction proceeds under mild conditions with a wide range of functional group tolerance. The heterocyclic products can be readily further functionalized, rendering the protocol highly valuable.