methyl 5-phenyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: methyl 5-phenyl-1H-pyrrole-2-carboxylate
• CAS No.: 52179-72-3
• Molecular Formula: C12H11 N O2
• Molecular Weight: 201.225
• European Community (EC) Number: 835-481-3
• DSSTox Substance ID: DTXSID00459059
• Nikkaji Number: J995.674C
• Wikidata: Q82282665
• Mol file: 52179-72-3.mol

Synonyms:methyl 5-phenyl-1H-pyrrole-2-carboxylate;52179-72-3;5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester;SCHEMBL17014766;DTXSID00459059;CCA17972;AKOS001848738;methyl5-phenyl-1H-pyrrole-2-carboxylate;WS-02945;EN300-74321;D85540;A828957;SR-01000099719;SR-01000099719-1;Z1169098979

Chemical Property of methyl 5-phenyl-1H-pyrrole-2-carboxylate

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of methyl 5-phenyl-1H-pyrrole-2-carboxylate

There total 26 articles about methyl 5-phenyl-1H-pyrrole-2-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: 99.0%

(2Z,4E)-methyl 2-azido-5-phenylpenta-2,4-dienoate (1000682-19-8) → 5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (52179-72-3)

Guidance literature:

With tris-(4,4’-di-tert-butyl-2,2’-bipyridine)ruthenium(II) hexafluorophosphate; In chloroform; at 20 ℃; for 3h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201308820

Reference yield: 99.0%

5-phenyl-1H-pyrrole-2-carboxylic acid (6636-06-2) + diazomethyl-trimethyl-silane (18107-18-1) → 5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (52179-72-3)

Guidance literature:

In methanol; hexane; toluene; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield: 98.0%

2-Azido-5-phenyl-2,4-pentadiensaeuremethylester (72078-32-1) → 5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (52179-72-3)

Guidance literature:

With Rh₄(3,3'-[1,3-phenylenebis(ethyne-2,1-diyl)]dibenzoicacid(-H))₄(H₂O)₂(dimethylacetamide)₂; In toluene; at 85 ℃; for 2h;

DOI:10.1039/c5ta05592j

upstream raw materials:

5-phenyl-3,4-dihydro-2H-pyrrole-2-carboxylate de methyle

methyl (E)-3-phenyl-2H-azirine-2-acrylate

methyl Pyrrole-2-carboxylate

iodobenzene

Downstream raw materials:

4-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

4-Bromo-5-phenyl-3-((E)-2-phenylcarbamoyl-vinyl)-1H-pyrrole-2-carboxylic acid methyl ester

5-Phenyl-3-((E)-2-phenylcarbamoyl-vinyl)-1H-pyrrole-2-carboxylic acid methyl ester

4-Bromo-3-formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester