116931-02-3

Basic information

• Product Name: ethyl 5-methyl-3-(p-tolylamino)-1H-indole-2-carboxylate
• Synonyms: ethyl 5-methyl-3-(p-tolylamino)-1H-indole-2-carboxylate
• CAS NO: 116931-02-3
• Molecular Weight: 308.38
• Mol File: 116931-02-3.mol

Chemical Properties

• CAS DataBase Reference: ethyl 5-methyl-3-(p-tolylamino)-1H-indole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-methyl-3-(p-tolylamino)-1H-indole-2-carboxylate(116931-02-3)
• EPA Substance Registry System: ethyl 5-methyl-3-(p-tolylamino)-1H-indole-2-carboxylate(116931-02-3)

Safety Data

• Hazardous Substances Data: 116931-02-3(Hazardous Substances Data)

Upstream product

• 14214-10-9 ethyl diazopyruvate 
• 106-49-0 p-toluidine 
• 93704-67-7 3-bromo-5-methyl-1H-indole-2-carboxylic acid ethyl ester 

Downstream Products

• 116931-22-7 3-(N-methyl-p-methylanilino)-5-methylindole-2-carboxyazide 
• 116931-24-9 5-Methyl-3-p-tolylamino-1H-indole-2-carbonyl azide 
• 116931-12-5 5-Methyl-3-(methyl-p-tolyl-amino)-1H-indole-2-carboxylic acid hydrazide 
• 116931-10-3 5-Methyl-3-(methyl-p-tolyl-amino)-1H-indole-2-carboxylic acid ethyl ester 
• 116931-14-7 5-Methyl-3-p-tolylamino-1H-indole-2-carboxylic acid hydrazide 

Relevant articles and documents

Ruthenium(II)-catalyzed facile synthesis of 3-(phenylamino)-1H-indole-2-carboxylates from anilines and diazo pyruvates promoted by FeCl3

An unprecedented synthetic route towards a variety of 3-anilino-1H-indoles is accomplished from diazo pyruvates and anilines via a domino ruthenium-catalyzed annulation and subsequent iron promoted fragmentation and rearrangement. The current strategy was amenable to deliver diversely substituted indole esters, which were subjected to in vitro anti-cancer activity assessment using CCK-8 assay. Compound 4i displayed the best inhibition activity with IC50 value of 0.05 μM, triggering the initiation towards discovering promising lead compounds in the future.

Synthesis of Substituted Indolobenzodiazepin-5-ones and 1-Arylimidazoindol-2(1H)-ones

Ethyl 3-bromoindole-2-carboxylates (2a-d) on condensation with p-substituted anilines afford 3-(p-substituted anilino)indole-2-carboxylates (3a-j).Compounds 3a,b on methylation give 3-(N-methyl-p-substituted anilino)indole-2-carboxylates (4a,b).These comp