ethyl 2-amino-1H-indole-3-carboxylate

Base Information

• Chemical Name: ethyl 2-amino-1H-indole-3-carboxylate
• CAS No.: 6433-72-3
• Molecular Formula: C11H12N2O2
• Molecular Weight: 204.23
• Hs Code.: 2933990090
• European Community (EC) Number: 864-814-5
• Nikkaji Number: J741.730F
• Mol file: 6433-72-3.mol

Synonyms:ethyl 2-amino-1H-indole-3-carboxylate;6433-72-3;ETHYL 2-AMINOINDOLE-3-CARBOXYLATE;1H-INDOLE-3-CARBOXYLIC ACID, 2-AMINO-, ETHYL ESTER;Oprea1_549618;SCHEMBL7215720;2-AMINO-3-CARBETHOXYINDOLE;AMY10148;MFCD01568663;STK107678;AKOS022647945;Ethyl-2-amino-1H-indol-3-carboxyate;AB09233;ETHYL2-AMINOINDOLE-3-CARBOXYLATE;aminoindole-3-carboxylic acid ethyl ester;ETHYL 2-AMINOINDOLINE-3-CARBOXYLATE;CS-0037019;FT-0668145;EN300-42935;A834723;2-AMINO-1H-INDOLE-3-CARBOXYLIC ACID ETHYL ESTER;Z431973796

Chemical Property of ethyl 2-amino-1H-indole-3-carboxylate

Chemical Property:

• Appearance/Colour: Off-White Crystalline Solid
• Vapor Pressure: 1.3E-06mmHg at 25°C
• Melting Point: 178-180°C
• Refractive Index: 1.669
• Boiling Point: 400.1 °C at 760 mmHg
• PKA: 17.31±0.30(Predicted)
• Flash Point: 195.8 °C
• PSA: 68.11000
• Density: 1.288 g/cm³
• LogP: 2.50800
• Storage Temp.: -20°C Freezer
• Solubility.: Benzene, DMSO, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 204.089877630
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl2-Aminoindole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC2=CC=CC=C21)N
• Uses: Ethyl 2-Aminoindole-3-carboxylate (cas# 6433-72-3) is a compound useful in organic synthesis.

Technology Process of ethyl 2-amino-1H-indole-3-carboxylate

There total 10 articles about ethyl 2-amino-1H-indole-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

2-amino-1-hydroxy-indole-3-carboxylic acid ethyl ester (65547-91-3) → 2-amino-1H-indole-3-carboxylic acid ethyl ester (6433-72-3)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; palladium 10% on activated carbon; In ethanol; Reflux;

DOI:10.1002/cjoc.201200834

Reference yield: 87.0%

2,2,2-trifluoro-N-(2-iodophenyl)acetamide (143321-89-5) + ethyl 2-cyanoacetate (105-56-6) → 2-amino-1H-indole-3-carboxylic acid ethyl ester (6433-72-3)

Guidance literature:

2,2,2-trifluoro-N-(2-iodophenyl)acetamide; ethyl 2-cyanoacetate; With potassium carbonate; L-proline; In water; dimethyl sulfoxide; for 0.25h; Inert atmosphere;

With copper(l) iodide; In water; dimethyl sulfoxide; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.200900887

Reference yield: 84.0%

N-(2-bromophenyl)-2,2,2-trifluoroacetamide (2727-71-1) + ethyl 2-cyanoacetate (105-56-6) → 2-amino-1H-indole-3-carboxylic acid ethyl ester (6433-72-3)

Guidance literature:

N-(2-bromophenyl)-2,2,2-trifluoroacetamide; ethyl 2-cyanoacetate; With potassium carbonate; L-proline; In water; dimethyl sulfoxide; for 0.25h; Inert atmosphere;

With copper(l) iodide; In water; dimethyl sulfoxide; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.200900887

upstream raw materials:

2-amino-1-hydroxy-indole-3-carboxylic acid ethyl ester

(+/-)-ethyl cyano(2-nitrophenyl)acetate

N-(2-bromophenyl)-2,2,2-trifluoroacetamide

ethyl 2-cyanoacetate

Downstream raw materials:

10-methyl-3-phenyl-4H-indolo[3,2-e][1,2,3]triazolo[1,5-a]pyrimidin-5(10H)-one

methyl 4-((4-oxo-3,4-dihydropyrimido[4,5-b]indol-9-yl)methyl)benzoate

N-hydroxy-4-((4-oxo-3,4-dihydropyrimido[4,5-b]indol-9-yl)methyl)benzamide

Refernces

• 1、 -. "HYDROXAMATE DERIVATIVES FOR HDAC INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THEREOF". Paragraph 0472-0474. . Retrieved 2014/10/29.
• 2、 -. "HYDROXAMATE DERIVATIVES FOR HDAC INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THEREOF". Page/Page column 28; 99. . Retrieved 2013/05/21.