Methyl 4-phenyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Methyl 4-phenyl-1H-pyrrole-2-carboxylate
• CAS No.: 903560-42-9
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.225
• European Community (EC) Number: 835-496-5
• Nikkaji Number: J2.351.604G

Synonyms:Methyl 4-phenyl-1H-pyrrole-2-carboxylate;903560-42-9;4-Phenyl-1H-pyrrole-2-carboxylic acid methyl ester;SCHEMBL4140356;HTDLNIQLELERCP-UHFFFAOYSA-N;AKOS025142346;Methyl4-phenyl-1H-pyrrole-2-carboxylate;EN300-747050

Chemical Property of Methyl 4-phenyl-1H-pyrrole-2-carboxylate

Chemical Property:

• XLogP3: 2.5
• 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:

99% ^*data from raw suppliers

Methyl4-phenyl-1H-pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CN1)C2=CC=CC=C2

Technology Process of Methyl 4-phenyl-1H-pyrrole-2-carboxylate

There total 11 articles about Methyl 4-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: 83.0%

methyl 4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrole-2-carboxylate → methyl 4-phenyl-1H-pyrrole-2-carboxylate (903560-42-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 80 ℃; for 2h;

DOI:10.3390/molecules24081594

Reference yield: 83.0%

methyl 4-iodo-1H-pyrrole-2-carboxylic acid ester (40740-41-8) + phenylboronic acid (98-80-6) → methyl 4-phenyl-1H-pyrrole-2-carboxylate (903560-42-9)

Guidance literature:

With potassium carbonate; palladium diacetate; In acetone; for 6h; Heating;

DOI:10.1039/b604692d

Reference yield: 79.0%

methanol (67-56-1) + tert-butyl (2S,4R)-4-hydroxy-4-phenyl-1-p-toluenesulfonylpyrrolidine-2-carboxylate (1173715-77-9) → methyl 4-phenyl-1H-pyrrole-2-carboxylate (903560-42-9)

Guidance literature:

methanol; tert-butyl (2S,4R)-4-hydroxy-4-phenyl-1-p-toluenesulfonylpyrrolidine-2-carboxylate; With thionyl chloride; In methanol; at 20 ℃; for 24h;

With sodium methylate; at 20 ℃; for 1.5h;

DOI:10.1248/cpb.57.167

upstream raw materials:

methyl 4-iodo-1H-pyrrole-2-carboxylic acid ester

phenylboronic acid

methanol

tert-butyl (2S,4R)-4-hydroxy-4-phenyl-1-p-toluenesulfonylpyrrolidine-2-carboxylate

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