4498-69-5

Usage

Chemical class

1H-Indazole-3-carboxylic acid, 6-methyl-, ethyl ester belongs to the indazole class.

Derivative

It is a derivative of 1H-indazole-3-carboxylic acid, modified with a methyl and an ethyl group.

Potential applications

1H-Indazole-3-carboxylic acid, 6-methyl-, ethyl ester has potential applications in the pharmaceutical industry.

Biological activities

Indazole derivatives have been studied for their various biological activities, such as anti-inflammatory, anti-cancer, and antimicrobial properties.

Improved properties

The ethyl ester derivative may offer improved solubility and bioavailability.

Value in drug development

Due to its potentially improved properties, 1H-Indazole-3-carboxylic acid, 6-methyl-, ethyl ester is a valuable candidate for drug development and further research in medicinal chemistry.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 262373-15-9 4-methyl-2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Relevant academic research and scientific papers

An efficient, facile, and general synthesis of 1H-indazoles by 1,3-dipolar cycloaddition of arynes with diazomethane derivatives

(Chemical Equation Presented) Take your pick: Both N-unsubstituted and 1-aryl 1H-indazoles are available in good to high yields through the [3+2] cycloaddition of benzynes derived from o-silylaryl triflates with diazomethane derivatives (see scheme). In the presence of KF/[18]crown-6, the N-unsubstituted 1H-indazole is formed, whereas the 1-arylated product is obtained regioselectively with CsF and an excess of the triflate.

Facile and efficient synthesis of indazole derivatives by 1,3-cycloaddition of arynes with diazo compounds and azomethine imides

N-Unsubstituted indazoles 3 and 1-arylindazoles 4 are readily available in good to high yields through [3+2] cycloaddition of 2-(trimethylsilyI)aryl triflates 1 and diazo compounds in the presence of KF or CsF under mild reaction conditions. Furthermore, we found that azomethine imides also underwent cycloaddition reaction with 2-(trimethylsilyl)phenyl triflates (la) in the presence of KF to afford indazolone derivatives 6 in moderate yields.