4498-72-0

Usage

Synthesis Reference(s)

Synthesis, p. 937, 1992 DOI: 10.1055/s-1992-26268

InChI:InChI=1/C9H8N2O/c1-6(12)9-7-4-2-3-5-8(7)10-11-9/h2-5H,1H3,(H,10,11)

Upstream product

• 917-64-6 methyl magnesium iodide 
• 50264-88-5 indazole-3-carbonitrile 
• 83-34-1 3-Methylindole 

Downstream Products

• 1415509-33-9 C₂₀H₁₉N₅O 
• 1415509-32-8 C₁₉H₁₇N₅O 
• 1415509-31-7 C₁₉H₁₇N₅O 
• 1415509-30-6 C₁₉H₁₆N₆O₂ 
• 1415509-29-3 C₁₉H₁₆N₆O₂ 
• 1415509-28-2 C₁₉H₁₈N₆O₂S 
• 1415509-27-1 C₁₉H₁₈N₆O₂S 
• 1415509-26-0 C₁₈H₁₆N₆O₂S 
• 1415509-25-9 C₁₈H₁₆N₆O₂S 
• 1415509-24-8 C₁₈H₁₄N₆O₂ 
• 1415509-23-7 C₁₈H₁₄N₆O₂ 
• 1415509-22-6 C₁₈H₁₄ClN₅ 
• 1415509-21-5 C₁₈H₁₄ClN₅ 
• 1415509-20-4 C₁₉H₁₇N₅ 

Relevant academic research and scientific papers

An optimized procedure for direct access to 1: H -indazole-3-carboxaldehyde derivatives by nitrosation of indoles

Indazole derivatives are currently drawing more and more attention in medicinal chemistry as kinase inhibitors. 1H-indazole-3-carboxaldehydes are key intermediates to access to a variety of polyfunctionalized 3-substituted indazoles. We report here a general access to this motif, based on the nitrosation of indoles in a slightly acidic environment. These very mild conditions allow the conversion of both electron-rich and electron-deficient indoles into 1H-indazole-3-carboxaldehydes.

Flash vacuum pyrolysis of 1-azolyl-1-phenylhydrazono-2-propanones

(Chemical Equation Presented) Flash vacuum pyrolysis (FVP) of 1-(2-arylhydrazono)-1-(1H-1,2,4-triazol-1-yl)acetone 8a-c at 650°C and 2.67 Pa yielded 5-substituted 1-(1H-indazol-3-yl)ethanone 14a-c and 4,6-disubstituted cinnoline 18a-c. Similarly FVP of 1-(1H-benzo[d]imidazol-1-yl)-1-(2- phenylhydrazono)acetone 9a-c gave 8H-benzo[4′,5′]imidazo[2′, 1′:5,1]pyrrolo[2,3-c]cinnoline derivatives 23a-c. A plausible mechanism is suggested to account for their transformation based on the kinetics and products of reaction.