98547-97-8

Basic information

• Product Name: 4-Pyridinecarboxylic acid, 2,6-diamino-, methyl ester
• CAS NO: 98547-97-8
• Molecular Formula: C7H9N3O2
• Molecular Weight: 167.167
• Mol File: 98547-97-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-Pyridinecarboxylic acid, 2,6-diamino-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinecarboxylic acid, 2,6-diamino-, methyl ester(98547-97-8)
• EPA Substance Registry System: 4-Pyridinecarboxylic acid, 2,6-diamino-, methyl ester(98547-97-8)

Safety Data

• Hazardous Substances Data: 98547-97-8(Hazardous Substances Data)

Upstream product

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

Downstream Products

• 1005508-74-6 methyl 5-amino-2-methylimidazo[1,2-a]pyridine-7-carboxylate 
• 1005508-75-7 methyl 5-amino-2,3-dimethylimidazo[1,2-a]pyridine-7-carboxylate 
• 437707-72-7 2-bromo-N-(2,6-diamino-pyridin-4-ylmethyl)-benzamide 
• 1005508-76-8 methyl 2-amino-6-[(2,6-dimethylbenzyl)amino]isonicotinate 
• 437703-69-0 5-amino-2-(2-hydroxy-phenyl)-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic acid methyl ester 
• 437703-64-5 5-Amino-2-phenyl-[1,2,4]triazolo[1,5-a]pyridine-7-carboxylic Acid Methyl Ester 

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.