1H-Indole-2-carboxylic acid, 5-methyl-3-phenyl-, ethyl ester

Base Information

• Chemical Name: 1H-Indole-2-carboxylic acid, 5-methyl-3-phenyl-, ethyl ester
• CAS No.: 27294-02-6
• Molecular Formula: C18H17NO2
• Molecular Weight: 279.338
• DSSTox Substance ID: DTXSID30406455
• Nikkaji Number: J2.604.352B
• Wikidata: Q82211424
• Mol file: 27294-02-6.mol

Synonyms:1H-Indole-2-carboxylic acid, 5-methyl-3-phenyl-, ethyl ester;27294-02-6;SCHEMBL6848791;DTXSID30406455;AKOS004119468

Chemical Property of 1H-Indole-2-carboxylic acid, 5-methyl-3-phenyl-, ethyl ester

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 279.125928785
• Heavy Atom Count: 21
• Complexity: 364

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C2=C(N1)C=CC(=C2)C)C3=CC=CC=C3

Technology Process of 1H-Indole-2-carboxylic acid, 5-methyl-3-phenyl-, ethyl ester

There total 4 articles about 1H-Indole-2-carboxylic acid, 5-methyl-3-phenyl-, ethyl ester 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: 82.0%

(E)-ethyl 3-phenyl-2-(2-p-tolylhydrazono)propanoate → ethyl 5-methyl-3-phenyl-1H-indole-2-carboxylate (27294-02-6)

Guidance literature:

With thionyl chloride; In ethanol; at 80 ℃;

DOI:10.1016/j.tetlet.2005.11.126

Reference yield: 24.0%

p-toluidine (106-49-0,12221-03-3) + Ethyl 2-benzylacetoacetate (620-79-1) → ethyl 5-methyl-3-phenyl-1H-indole-2-carboxylate (27294-02-6)

Guidance literature:

p-toluidine; With hydrogenchloride; sodium nitrite;

Ethyl 2-benzylacetoacetate; With sodium hydroxide; In ethanol; water;

With hydrogenchloride; In methanol; for 4h; Heating;

DOI:10.1016/j.bmc.2004.04.017

Reference yield:

p-methylbenzenediazonium chloride (2028-84-4) + p-toluidine (106-49-0,12221-03-3) + Ethyl 2-benzylacetoacetate (620-79-1) → ethyl 5-methyl-3-phenyl-1H-indole-2-carboxylate (27294-02-6)

Guidance literature:

With sodium hydroxide; sodium nitrite; In hydrogenchloride; methanol; ethanol; water;

upstream raw materials:

p-toluidine

Ethyl 2-benzylacetoacetate

p-methylbenzenediazonium chloride

Downstream raw materials:

5-Methyl-1-(2-nitro-phenyl)-3-phenyl-1H-indole-2-carboxylic acid ethyl ester

1-Cyanomethyl-5-methyl-3-phenyl-1H-indole-2-carboxylic acid ethyl ester

1-(2-Cyano-ethyl)-5-methyl-3-phenyl-1H-indole-2-carboxylic acid ethyl ester

5-methyl-3-phenyl-indole-2-carboxylic acid hydrazide