ethyl 1H-indole-7-carboxylate

Base Information

• Chemical Name: ethyl 1H-indole-7-carboxylate
• CAS No.: 205873-58-1
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.214
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20599906
• Wikidata: Q72482988
• Mol file: 205873-58-1.mol

Synonyms:ethyl 1H-indole-7-carboxylate;205873-58-1;Indole-7-carboxylic acid ethyl ester;Ethyl indole-7-carboxylate;1H-Indole-7-carboxylic acid, ethyl ester;ethyl1H-indole-7-carboxylate;SCHEMBL2885005;DTXSID20599906;WZXGOHXFXHUJLR-UHFFFAOYSA-N;AMY18063;BCP08726;MFCD00238711;AKOS006272499;DS-0943;FS-3567;AC-22709;A4475;CS-0043144;indole-7-carboxylic acid ethyl ester, AldrichCPR;J-521534

Chemical Property of ethyl 1H-indole-7-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.621
• Boiling Point: 342.357 °C at 760 mmHg
• PKA: 15.42±0.30(Predicted)
• Flash Point: 160.852 °C
• PSA: 42.09000
• Density: 1.211 g/cm³
• LogP: 2.34460
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

97% ^*data from raw suppliers

Ethyl1H-Indole-7-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=CC2=C1NC=C2

Technology Process of ethyl 1H-indole-7-carboxylate

There total 6 articles about ethyl 1H-indole-7-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: 88.0%

ethyl 1-(pyrimidin-2-yl)-1H-indole-7-carboxylate → ethyl 1H-indole-7-carboxylate (205873-58-1)

Guidance literature:

With lithium ethoxide; In dimethyl sulfoxide; at 90 ℃; for 4h;

DOI:10.1021/acs.orglett.9b02321

Reference yield: 70.0%

pyrrole (109-97-7,30604-81-0) + (E)-ethyl 2-diazo-5-oxopent-3-enoate (1630933-14-0) → ethyl 1H-indole-7-carboxylate (205873-58-1)

Guidance literature:

With dirhodium tetraacetate; In dichloromethane; for 6h; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.1002/anie.201400161

Reference yield: 65.0%

1H-Indole-7-carboxylic acid (1670-83-3) + ethanol (64-17-5) → ethyl 1H-indole-7-carboxylate (205873-58-1)

Guidance literature:

With sulfuric acid; at 100 ℃; for 12h; Sealed tube;

DOI:10.1021/jacs.7b04490

upstream raw materials:

pyrrole

(E)-ethyl 2-diazo-5-oxopent-3-enoate

1H-Indole-7-carboxylic acid

ethanol

Downstream raw materials:

1-methylindolyl-7-carboxylic acid