104291-83-0

Basic information

• Product Name: 6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER
• Synonyms: METHYL 6-CYANO-1H-INDOLE-2-CARBOXYLATE;6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER;6-Cyanindol-2-carbonsaeure-Methylester
• CAS NO: 104291-83-0
• Molecular Formula: C₁₁H₈N₂O₂
• Molecular Weight: 200.19
• Mol File: 104291-83-0.mol

Chemical Properties

• Boiling Point: 413.5±25.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.14±0.30(Predicted)
• CAS DataBase Reference: 6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER(104291-83-0)
• EPA Substance Registry System: 6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER(104291-83-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 104291-83-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER is used as a pharmaceutical intermediate for its potential biological activity, playing a crucial role in the development of drug molecules.
Used in Organic Synthesis:
In the field of organic synthesis, 6-CYANO-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER is utilized as a building block, contributing to the synthesis of various indole derivatives and heterocyclic compounds, which are essential in creating a wide range of chemical products and pharmaceuticals.

Upstream product

• 939-79-7 4-cyano-2-nitrotoluene 
• 912819-10-4 4-Cyan-2-nitrophenylbrenztraubensaeure-methylester 
• 1586740-50-2 (Z)-methyl 2-bromo-3-(4-cyano-2-nitrophenyl)acrylate 
• 90178-78-2 2-nitro-4-cyano-benzaldehyde 
• 1586740-61-5 (Z)-methyl 3-(2-amino-4-cyanophenyl)-2-bromoacrylate 

Downstream Products

• 85864-09-1 6-cyano-1H-indole-2-carboxylic acid 
• 104291-91-0 <(2-Methoxycarbonyl-6-indolyl)methyl>triphenylphosphoniumchlorid 
• 701305-54-6 ethyl 3-(6-amidino-1-ethyl-1H-indol-2-yl)-2-[4-(piperidin-4-yloxy)phenyl]propanoate 

Relevant articles and documents

A Bu4N[Fe(CO)3(NO)]-Catalyzed Hemetsberger–Knittel Indole Synthesis

The nucleophilic Fe complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) catalyzes the direct intramolecular amination of aryl vinyl azides to give the corresponding indole derivatives in good to excellent yields.

CuI-catalyzed intramolecular cyclization of 3-(2-aminophenyl)-2- bromoacrylate: Synthesis of 2-carboxyindoles

A new approach was described for the synthesis of substituted 2-carboxyindole using 3-(2-aminophenyl)-2-bromo-acrylates through a CuI-catalyzed intramolecular coupling. The reactions were mild, rapid and with good to excellent yields.

Methoxide Ion Mediated Reactions of Methyl Azidoacetate with 4- and 2-Cyanobenzaldehyde. An Unexpected Cyclization of the ortho Isomer to a 2(1H)-Benzazepine Derivative

A condensation reaction of 4-cyanobenzaldehyde (1) with methyl azidoacetate (2) in the presence of sodium methoxide produces a mixture of geometrical isomers of azidocinnamates 3 which undergoes thermolysis to give an indole 4.By contrast, the treatment o

Synthesis of Antileukemic Indolylvinyl-1-benzofurans and -benzothiophenes

2--1-benzofuran and -benzothiophene compounds 6-13 and 18-22 with terminal amidinium or imidazolinium groups were synthesized; in their antileukemic activity in mice they surpass the isosteric 2,2'-vinylenebis(1-benzofuran) and -(benzo-thiophene) compounds.