437703-75-8

Basic information

• Product Name: [1,2,4]Triazolo[1,5-a]pyridine-7-carboxylic acid, 5-amino-2-(2-thiazolyl)-, methyl ester
• CAS NO: 437703-75-8
• Molecular Formula: C11H9N5O2S
• Molecular Weight: 275.291
• Mol File: 437703-75-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [1,2,4]Triazolo[1,5-a]pyridine-7-carboxylic acid, 5-amino-2-(2-thiazolyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [1,2,4]Triazolo[1,5-a]pyridine-7-carboxylic acid, 5-amino-2-(2-thiazolyl)-, methyl ester(437703-75-8)
• EPA Substance Registry System: [1,2,4]Triazolo[1,5-a]pyridine-7-carboxylic acid, 5-amino-2-(2-thiazolyl)-, methyl ester(437703-75-8)

Safety Data

• Hazardous Substances Data: 437703-75-8(Hazardous Substances Data)

Upstream product

• 5398-44-7 2,6-dichloropyridine-4-carboxylic acid 

Relevant articles and documents

Parallel iterative solution-phase synthesis of 5-amino-1-aryl-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid amide derivatives

The parallel iterative solution-phase synthesis of 5-amino-1-aryl-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid amide derivatives is described. The key intermediate 2,6-bis-aminopyridine-4-carboxylic acid methyl ester was synthesised in a two step procedure in 64% overall yield and elaborated to a variety of triazolopyridine-5-carboxylic acid methyl ester by selective pyridine-N-amination, condensation of the adduct with a wide selection of aldehydes and subsequent cyclisation and oxidation. The desired esters were obtained in yields up to 70%. The final transformation to the amide derivatives was accomplished by application of carefully optimised reaction conditions thus giving access to a library of total 500 triazolopyridine amide derivatives. Iterative synthetic cycles (12-48 library members each) allowing for maximal flexibility in chemistry and maximal efficiency in in vitro biological activity optimisation guided by molecular modelling efforts constitute a synergistic procedure for rapid lead optimisation.