Ethyl pyrrole-2-carboxylate

Base Information

• Chemical Name: Ethyl pyrrole-2-carboxylate
• CAS No.: 2199-43-1
• Molecular Formula: C7H9NO2
• Molecular Weight: 139.154
• Hs Code.: 2933998090
• Mol file: 2199-43-1.mol

Synonyms:Pyrrole-2-carboxylicacid, ethyl ester (6CI,7CI,8CI);2-Ethoxycarbonylpyrrole;Ethyl1H-pyrrole-2-carboxylate;Ethyl 2-pyrrolecarboxylate;NSC 81360;

Chemical Property of Ethyl pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0302mmHg at 25°C
• Melting Point: 37-39 °C
• Refractive Index: 1.519
• Boiling Point: 244.6 °C at 760 mmHg
• PKA: 15.25±0.50(Predicted)
• Flash Point: 101.7 °C
• PSA: 42.09000
• Density: 1.139 g/cm³
• LogP: 1.19140
• Storage Temp.: Room temperature.
• Solubility.: soluble in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl Pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl pyrrole-2-carboxylate is a pyrole derivative used in the preparation of heterocyclic bioactive agents and other pharmaceutical compounds. A catalyst in olefin polymerization. A pyrole derivative used in the preparation of heterocyclic bioactive agents and other pharmaceutical compounds. A catalyst in olefin polymerization.

Technology Process of Ethyl pyrrole-2-carboxylate

There total 3 articles about Ethyl 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: 68.0%

4-bromo-1H-pyrrole-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester (516465-80-8) + phenylboronic acid (98-80-6) → ethyl 1H-pyrrole-2-carboxylate (2199-43-1) + ethyl 4-phenyl-1H-pyrrole-2-carboxylate (127572-58-1)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1016/S0040-4039(02)02615-1

Reference yield: 55.0%

4-bromo-1H-pyrrole-2-carboxylic acid ethyl ester (433267-55-1) + phenylboronic acid (98-80-6) → ethyl 1H-pyrrole-2-carboxylate (2199-43-1) + ethyl 4-phenyl-1H-pyrrole-2-carboxylate (127572-58-1)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1016/S0040-4039(02)02615-1

Reference yield: 48.0%

4-bromo-1-triisopropylsilanyl-1H-pyrrole-2-carboxylic acid ethyl ester + phenylboronic acid (98-80-6) → ethyl 1H-pyrrole-2-carboxylate (2199-43-1) + ethyl 4-phenyl-1H-pyrrole-2-carboxylate (127572-58-1)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1016/S0040-4039(02)02615-1

upstream raw materials:

4-bromo-1H-pyrrole-2-carboxylic acid ethyl ester

phenylboronic acid

4-bromo-1H-pyrrole-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester

Downstream raw materials:

2-ethoxycarbonyl-1-(2-fluorobenzenesulfonyl)-1H-pyrrole

ethyl 1-[(5-chloro-2-nitrophenyl)sulfonyl]-1H-pyrrole-2-carboxylate

ethyl pyrrolidine-2-carboxylate

ethyl 5-(3-phenylpropionyl)-1H-pyrrole-2-carboxylate

Refernces