Ethyl 1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: Ethyl 1H-pyrrole-3-carboxylate
• CAS No.: 37964-17-3
• Molecular Formula: C7H9NO2
• Molecular Weight: 139.154
• DSSTox Substance ID: DTXSID30517297
• Nikkaji Number: J2.886.762J
• Wikidata: Q82379217
• Mol file: 37964-17-3.mol

Synonyms:ETHYL 1H-PYRROLE-3-CARBOXYLATE;37964-17-3;1H-pyrrole-3-carboxylic acid ethyl ester;MFCD10000696;ethyl pyrrole-3-carboxylate;3-carbethoxypyrrole;ethyl1H-pyrrole-3-carboxylate;SCHEMBL671053;DTXSID30517297;ICJYWDHNTMJKFP-UHFFFAOYSA-N;AKOS006305690;SB62068;AM803817;DS-13803;SY108781;CS-0037715;FT-0720831;EN300-109405

Chemical Property of Ethyl 1H-pyrrole-3-carboxylate

Chemical Property:

• Melting Point: 118 oC
• Boiling Point: 291.8±13.0 oC (760 Torr)
• PKA: 15.42±0.50(Predicted)
• Flash Point: 130.3±19.8 oC
• Density: 1.139±0.06 g/cm3 (20 oC 760 Torr)*
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 139.063328530
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

Ethyl1H-Pyrrole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CNC=C1

Technology Process of Ethyl 1H-pyrrole-3-carboxylate

There total 10 articles about Ethyl 1H-pyrrole-3-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: 100.0%

1-Benzyl 3-ethyl 1,3-pyrroledicarboxylate (131202-44-3) → pyrrole-3-carboxylic acid ethyl ester (37964-17-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; Ambient temperature;

DOI:10.1055/s-1990-27004

Reference yield: 94.0%

1-Formyl-1H-pyrrol-3-carbonsaeure-ethylester (86214-93-9) → pyrrole-3-carboxylic acid ethyl ester (37964-17-3)

Guidance literature:

With sodium hydroxide; In methanol; for 0.25h;

Reference yield: 93.0%

1H-pyrrole-3-carboxylic acid (931-03-3) + ethanol (64-17-5) → pyrrole-3-carboxylic acid ethyl ester (37964-17-3)

Guidance literature:

With thionyl chloride; at 0 - 130 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.ejmech.2015.06.028

upstream raw materials:

pyrrole-2,3-dicarboxylic acid 3-ethyl ester

1-Benzyl 3-ethyl 1,3-pyrroledicarboxylate

1-Formyl-1H-pyrrol-3-carbonsaeure-ethylester

1-Formyl-4,5-dihydro-1H-pyrrol-3-carbonsaeure-ethylester

Downstream raw materials:

ethyl 5-cyclohexyl-1H-pyrrole-3-carboxylate

5-(1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-3-carboxylic acid-4-chlorobenzylamide

5-(1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-3-carboxylic acid phenethyl-amide

5-(1H-pyrazolo[3,4-b]pyridin-3-yl)-1H-pyrrole-3-carboxylic acid benzylamide

Refernces

• 1、 Glaisyer, Elizabeth L.,Watt, Michael S.,Booker-Milburn, Kevin I.. "Pd(II)-Catalyzed [4 + 2] Heterocyclization Sequence for Polyheterocycle Generation". supporting information. p. 5877 - 5880. Retrieved 2018/09/25.
• 2、 Watt, Michael S.,Booker-Milburn, Kevin I.. "Palladium(II) Catalyzed C-H Functionalization Cascades for the Diastereoselective Synthesis of Polyheterocycles". supporting information. p. 5716 - 5719. Retrieved 2016/11/17.