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Usage

Uses

Used in Pharmaceutical Industry:
4-Methoxy-5-azaindole is used as a key intermediate in the synthesis of new and diverse chemical entities for pharmaceutical research. Its unique structure and properties contribute to the development of novel therapeutics, enhancing the discovery and creation of innovative medications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Methoxy-5-azaindole serves as a crucial component in the synthesis of crop protection agents. Its potential applications in this field highlight its versatility and importance in developing effective and novel agrochemicals for agricultural use.

InChI:InChI=1/C8H8N2O/c1-11-8-6-2-4-9-7(6)3-5-10-8/h2-5,9H,1H3

Upstream product

• 67-56-1 methanol 
• 60290-21-3 4-chloro-1H-pyrrolo-[3,2-c]-pyridine 
• 1628-89-3 2-methoxypyridine 
• 71255-09-9 2-methoxynicotinaldehyde 
• 871583-16-3 methyl 4-methoxy-1H-pyrrolo[3,2-c]pyridine-2-carboxylate 
• 124-41-4 sodium methylate 

Relevant academic research and scientific papers

A Journey through Hemetsberger–Knittel, Leimgruber–Batcho and Bartoli Reactions: Access to Several Hydroxy 5- and 6-Azaindoles

The preparation of various 5- and 6-azaindoles, heterocyclic structures that are frequently part of molecules in clinical development, and their monohydroxy analogues were described. Different strategies, relying on the de novo pyrrole ring formation, were investigated and, thanks to Hemetsberger–Knittel, Bartoli and Leimgruber–Batcho approaches, 4- and 7-monohydroxy 5- and 6-azaindoles were obtained. The crucial introduction of the oxygen atom was carried out from halogen derivatives, using nucleophilic substitution reactions under basic conditions with or without a copper catalyst. Some preliminary oxidation reactions have shown that it was yet not possible to synthesize the azaquinone indole structure from monohydroxy azaindole, using molecular oxygen in the presence of salcomine as a catalyst.

BICYCLIC HETEROARYL DERIVATIVES AS ECTONUCLEOTIDE PYROPHOSPHATASE PHOSPHODIESTERASE 1 INHIBITORS

The present disclosure provides certain bicyclic heteroaryl compounds that inhibit ectonucleotide pyrophosphatase/phosphodiesterase 1 (ENPP1) enzymatic activity and are therefore useful for the treatment of diseases and conditions modulated at least in part by ENPP1. In some embodiments, the bicyclic heteroaryl compounds includes those of Formula (I). Also provided herein are pharmaceutical compositions containing such compounds and processes for preparing such compounds.