4931-24-2

Usage

InChI:InChI=1/C7H7N3/c1-6-2-3-7-8-5-9-10(7)4-6/h2-5H,1H3

Upstream product

• 36172-53-9 N,N-dimethyl-N′-(5-methylpyridin-2-yl)formimidamide 
• 65258-06-2 N-(5-Methyl-pyridin-2-yl)-formimidic acid ethyl ester 
• 1239647-61-0 6-methyl-[1,2,4]triazolo[1,5-a]pyridin-2-amine 
• 1160790-18-0 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo-[1,5-a]pyridine 
• 74-88-4 methyl iodide 
• 1603-41-4 (5-methyl-pyridin-2-yl)amine 

Relevant academic research and scientific papers

Flow hydrodediazoniation of aromatic heterocycles

Continuous flow processing was applied for the rapid replacement of an aromatic amino group with a hydride. The approach was applied to a range of aromatic heterocycles, confirming the wide scope and substituent-tolerance of the processes. Flow equipment was utilized and the process optimised to overcome the problematically-unstable intermediates that have restricted yields in previous studies relying on batch procedures. Various common organic solvents were investigated as potential hydride sources. The approach has allowed key structures, such as amino-pyrazoles and aminopyridines, to be deaminated in good yield using a purely organic-soluble system.

Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

New method for the general synthesis of [1,2,4]triazolo[1,5-a]pyridines

[1,2,4]Triazolo[1,5-a]pyridines without substituants on the 2-position have been prepared from 2-aminopyridines by cyclization of N-(pyrid-2-yl) formamidoximes with trifluoroacetic anhydride. Triazoles substituted at any position on the pyridine ring may be prepared in good yields and under mild reaction conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.