Methyl 2-phenyl-1H-indole-5-carboxylate

Base Information

• Chemical Name: Methyl 2-phenyl-1H-indole-5-carboxylate
• CAS No.: 190071-25-1
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• ChEMBL ID: CHEMBL468417
• DSSTox Substance ID: DTXSID50467745
• Nikkaji Number: J824.795A
• Wikidata: Q82294808
• Mol file: 190071-25-1.mol

Synonyms:Methyl 2-phenyl-1H-indole-5-carboxylate;190071-25-1;1h-indole-5-carboxylic acid,2-phenyl-,methyl ester;2-Phenyl-1H-indole-5-carboxylic acid methyl ester;SCHEMBL976938;CHEMBL468417;DTXSID50467745;QRCCAIGGRLMANJ-UHFFFAOYSA-N;AKOS005266873

Chemical Property of Methyl 2-phenyl-1H-indole-5-carboxylate

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 251.094628657
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)NC(=C2)C3=CC=CC=C3

Technology Process of Methyl 2-phenyl-1H-indole-5-carboxylate

There total 21 articles about Methyl 2-phenyl-1H-indole-5-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: 98.0%

methyl 4-nitro-3-[(E)-2-phenylvinyl]benzoate → 2-phenyl-1H-indole-5-carboxylic acid methyl ester (190071-25-1)

Guidance literature:

With 3,4,7,8-Tetramethyl-o-phenanthrolin; carbon monoxide; palladium(II) trifluoroacetate; In N,N-dimethyl-formamide; at 80 ℃; for 16h; under 775.722 Torr;

DOI:10.1016/j.tet.2005.03.142

Reference yield: 95.0%

phenylacetylene (536-74-3) + 4-(acetylamino)-3-iodo-benzoic acid methyl ester (190071-23-9) → 2-phenyl-1H-indole-5-carboxylic acid methyl ester (190071-25-1)

Guidance literature:

With copper(l) iodide; 1,1,3,3-tetramethylguanidine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; at 80 ℃; for 18h;

DOI:10.1016/S0040-4039(97)00300-6

Reference yield: 94.0%

diphenyliodonium tetrafluoroborate + 5-methoxycarbonylindole (1011-65-0) → 2-phenyl-1H-indole-5-carboxylic acid methyl ester (190071-25-1)

Guidance literature:

With palladium; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1039/d0cc06716d

upstream raw materials:

phenylacetylene

4-(acetylamino)-3-iodo-benzoic acid methyl ester

iodobenzene

1,4-bromoiodobenzene

Downstream raw materials:

(2-phenyl-1H-indol-5-yl)-methanol

2-phenyl-1H-indole-5-carboxylic acid

methyl 1-(2-methoxyethyl)-2-phenyl-1H-indole-5-carboxylate