Ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate
• CAS No.: 237435-27-7
• Molecular Formula: C13H14N2O2
• Molecular Weight: 230.26200
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50444399
• Nikkaji Number: J1.323.987H
• Mol file: 237435-27-7.mol

Synonyms:Ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate;237435-27-7;ethyl 3-amino-5-phenylpyrrole-2-carboxylate;SCHEMBL5775657;DTXSID50444399;DJUKQRWPMVBJPJ-UHFFFAOYSA-N;MFCD11841003;AKOS005072852;HC-0206;SB62421;EN300-203442;F74053;Ethyl3-amino-5-phenyl-1H-pyrrole-2-carboxylate;A918643;J-520849;F1907-0675;3-Amino-5-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property of Ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate

Chemical Property:

• Melting Point: 152-153°
• Boiling Point: 459.2±45.0 °C(Predicted)
• PKA: 15.89±0.50(Predicted)
• PSA: 68.11000
• Density: 1.213±0.06 g/cm3(Predicted)
• LogP: 3.02180
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 230.105527694
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(N1)C2=CC=CC=C2)N
• Uses: Ethyl 3-Amino-5-phenyl-1h-pyrrole-2-carboxylate is an inhibitor of interleukin-1β-converting enzyme.

Technology Process of Ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate

There total 3 articles about Ethyl 3-amino-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: 47.0%

diethyl aminomalonate hydrochloride (13433-00-6) + 2-cyano-1-phenylvinyl-4-methylbenzenesulfonate (237435-26-6) → ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate (237435-27-7)

Guidance literature:

With sodium ethanolate; In tetrahydrofuran; ethanol; at 20 ℃; for 2h;

DOI:10.1021/jo9917902

Reference yield:

Benzoylacetonitrile (614-16-4) → ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate (237435-27-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / Et₃N / CH₂Cl₂ / 23 h / 0 - 22 °C

2: NaOEt / ethanol / 2 h / 20 °C

With sodium ethanolate; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jm000269t

Reference yield:

→ ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate (237435-27-7)

Guidance literature:

upstream raw materials:

diethyl aminomalonate hydrochloride

2-cyano-1-phenylvinyl-4-methylbenzenesulfonate

Benzoylacetonitrile

Downstream raw materials:

6-phenylpyrrolo[3,2-d]pyrimidine-2,4-diol

6-phenyl-2-propylpyrrolo[3,2-d]pyrimidin-4-ol

2-(2-methyl propyl)-6-phenylpyrrolo[3,2-d]pyrimidin-4-ol

6-phenyl-2-(trifluoromethyl)pyrrolo[3,2-d]pyrimidine-4-ol