97310-92-4

Usage

Uses

Used in Pharmaceutical Development:
3-ACETYLAMINO-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID is used as a chemical intermediate for the development of new drugs. Its unique structure and functional groups make it a promising candidate for the creation of novel therapeutic agents.
Used in Research and Analytical Chemistry:
In the field of research and analytical chemistry, 3-ACETYLAMINO-5-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID serves as a valuable compound for studying its properties and potential interactions with biological systems. This can lead to a better understanding of its applications and further development of its uses in various industries.

InChI:InChI=1/C12H12N2O4/c1-6(15)13-10-8-5-7(18-2)3-4-9(8)14-11(10)12(16)17/h3-5,14H,1-2H3,(H,13,15)(H,16,17)/p-1

Upstream product

• 89607-67-0 2-Carbethoxy-3-amino-5-methoxyindole hydrochloride 
• 97311-08-5 3-[1-Dimethylamino-eth-(E)-ylideneamino]-5-methoxy-1H-indole-2-carboxylic acid ethyl ester 
• 97311-13-2 3-Acetylamino-2-carbethoxy-5-methoxyindole 

Downstream Products

• 112500-40-0 3-(acetylamino)-5-methoxy-1-phenyl-1H-indole-2-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of Novel 1-Phenyl-1H-indole-2-carboxylic Acids. II. Preparation of 3-Dialkylamino, 3-Alkylthio, 3-Alkylsulfinyl, and 3-Alkylsulfonyl Derivatives

The synthesis of novel indole-2-carboxylic acids with amino- and sulfur-containing substituents in the indole 3-position is described.An Ullmann reaction with bromobenzene converted 1H-indoles with 3-(acetylamino)- and 3-(diethylamino)-substituents into 1-phenyl-1H-indoles.Reaction of 3-unsubstituted indoles with thionyl chloride provided indole 3-sulfinyl chlorides, which reacted with alkyl and aryl Grignard reagents to form the corresponding sulfoxides.The indole sulfoxides thus obtained were reduced to sulfides or oxidized to sulfones.

SYNTHESIS OF N-(INDOL-3-YL)-N',N'-DIALKYLAMIDINES BY THE VILSMEIER REACTION WITH 3-AMINOINDOLES

3-Aminoindoles substituted at C-2 and C-5 of the indole ring are converted by the action of Vilsmeier complexes into N-(indol-3-yl)-N',N'-dialkylamidines.When C-2 is unsubstituted, the formylation proceeds but not the acetylation of this position.N-(Indol-3-yl)-N',N'-dimethylacetamidine reacts with the complex obtained from DMF and POCl3 to give 2-dimethylamino-3-formyl-δ-carboline.The optimal conditions were found for the conversion of amidines to amides.