Ethyl 1H-indole-6-carboxylate

Base Information

• Chemical Name: Ethyl 1H-indole-6-carboxylate
• CAS No.: 50820-64-9
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.21
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID80569983
• Wikidata: Q72475515
• Mol file: 50820-64-9.mol

Synonyms:Ethyl 1H-indole-6-carboxylate;50820-64-9;Ethyl indole-6-carboxylate;1H-indole-6-carboxylic acid ethyl ester;1H-Indole-6-carboxylic acid, ethyl ester;6-Ethoxycarbonyl-1H-indole;1H-Pyrrolo[3,2-c]pyridine-6-carboxylic acid, ethyl ester;Ethyl1H-indole-6-carboxylate;Ethyl indole-6-carboxylate?;N-A-BOC-D-HISTIDINE;SCHEMBL827892;DTXSID80569983;MHAKZTRHBLCYKV-UHFFFAOYSA-N;AM1036;MFCD06205072;AKOS006229917;DG-0716;SB37416;AC-23423;A7527;CS-0313512;E79690;A828312;J-521259

Chemical Property of Ethyl 1H-indole-6-carboxylate

Chemical Property:

• Vapor Pressure: 7.57E-05mmHg at 25°C
• Refractive Index: 1.62
• Boiling Point: 342.357 °C at 760 mmHg
• PKA: 15.83±0.30(Predicted)
• Flash Point: 160.852 °C
• PSA: 42.09000
• Density: 1.211 g/cm³
• LogP: 2.34460
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• 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-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=C(C=C1)C=CN2
• Uses: Ethyl 1H-indole-6-carboxylate is used as a reactant in the synthesis of N-substituted indole derivatives as novel Mcl-1 inhibitors.

Technology Process of Ethyl 1H-indole-6-carboxylate

There total 11 articles about Ethyl 1H-indole-6-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%

Indole-6-carboxylic acid (1670-82-2,261352-47-0) + ethanol (64-17-5) → indole 6-carboxylic acid ethyl ester (50820-64-9)

Guidance literature:

Indole-6-carboxylic acid; ethanol; With sulfuric acid; Cooling with ice;

for 24h; Reflux;

DOI:10.1002/asia.201801546

Reference yield: 83.0%

Indole-6-carboxylic acid (1670-82-2,261352-47-0) + ethyl iodide (75-03-6) → indole 6-carboxylic acid ethyl ester (50820-64-9)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/cmdc.202000007

Reference yield: 55.0%

Indole-6-carboxylic acid (1670-82-2,261352-47-0) + ethyl acetate (141-78-6) → indole 6-carboxylic acid ethyl ester (50820-64-9)

Guidance literature:

Indole-6-carboxylic acid; With thionyl chloride; In ethanol; for 4h; Cooling with ice;

ethyl acetate; In water;

upstream raw materials:

4-cyanomethyl-3-nitro-benzoic acid ethyl ester

pyrano<4,3-b>pyrrol-6(1H)-one

propynoic acid ethyl ester

isobutyl 6-oxopyrano<4,3-b>pyrrole-1-carboxylate

Downstream raw materials:

1-(4-methoxy-phenylmethyl)-1H-indole-6-carboxylic acid ethyl ester