73177-35-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Methyl-4-azaindole is used as an intermediate for the synthesis of pyrrolo[3,2-b]pyridinylalkyl benzamide derivatives, which are known as platelet aggregation inhibitors. These derivatives have potential applications in the treatment of cardiovascular diseases, such as thrombosis and atherosclerosis, by preventing the formation of blood clots and improving blood flow.
As an intermediate in the synthesis of pharmaceutical compounds, 2-Methyl-4-azaindole contributes to the development of innovative drugs that can address various health conditions and improve patient outcomes. Its unique chemical properties make it a valuable component in the design and synthesis of novel therapeutic agents.

Synthesis Reference(s)

The Journal of Organic Chemistry, 45, p. 1546, 1980 DOI: 10.1021/jo01296a052

InChI:InChI=1/C8H8N2/c1-6-5-8-7(10-6)3-2-4-9-8/h2-5,10H,1H3

Upstream product

• 56983-98-3 (2-pyridyl)acetaldoxime 

Downstream Products

• 219762-88-6 3-((2,4-dichlorophenyl)hydroxymethyl)-2-methylpyrrolo[3,2-b]pyridine 
• 219762-89-7 3-(2,4-dichlorobenzyl)-2-methylpyrrolo[3,2-b]pyridine 
• 1383924-41-1 1-(4-chlorobenzyl)-2-methyl-1H-pyrrolo[3,2-b]pyridine 
• 1383922-54-0 2-(1-(4-chlorobenzyl)-2-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-N-(2-methoxypyridin-4-yl)-2-oxoacetamide 
• 1383924-42-2 2-(1-(4-chlorobenzyl)-2-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)-2-oxoacetic acid 
• 219762-87-5 3-(2,4-dichlorobenzoyl)-2-methylpyrrolo[3,2-b]pyridine 

Relevant academic research and scientific papers

Hypervalent Fluoroiodane-Triggered Synthesis of Fluoro-Azabenzoxazepines and Azaindoles

Fluorination reactions facilitated by hypervalent F-iodanes have experienced vivid attention recently, since they often lead to novel, fluorinated scaffolds not accessible with common electrophilic fluorination reagents. The fluorocyclization of styrenes equipped with an amide functionality in the ortho position using F-iodanes represents a transformation with unusual chemoselectivity. Within this context, the conversion of pyridine derivatives to fluoropyridyloxazepines, which constitutes a particular challenge due to the deactivating properties of the aza heterocycle, was accomplished in this work using the bench-stable λ3-F-benzoiodoxole under Lewis acid catalysis. The versatility of the obtained F-heterocycles as building blocks in organic synthesis was demonstrated by their straightforward conversion into azaindoles in a one-pot, three-step reaction sequence.

Flash Vacuum Pyrolysis of Aromatic Oximes

Flash vacuum pyrolisis (FVP) of benzaldoximes and aryl ketoximes afforded nitriles and additional aromatic compounds which were presumably generated from intermediary iminyl radicals.The FVP also gave benzoxazoles, which were presumably formed from iminoxyl radicals.Benzyl ketoximes afforded indoles together with fragmentation products of the iminyl radicals.Keyword---gas-phase pyrolysis; flash vacuum pyrolysis; FVP; flash thermolysis; oxime; iminyl radical; iminoxyl radical; substituted indole; benzoxazole; mass spectra