Ethyl 2,4,5-trimethyl-1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: Ethyl 2,4,5-trimethyl-1H-pyrrole-3-carboxylate
• CAS No.: 2199-54-4
• Molecular Formula: C10H15 N O2
• Molecular Weight: 181.235
• DSSTox Substance ID: DTXSID40944590
• Nikkaji Number: J1.093.544J
• Wikidata: Q82921832
• Mol file: 2199-54-4.mol

Synonyms:Ethyl 2,4,5-trimethyl-1H-pyrrole-3-carboxylate;2199-54-4;2,4,5-Trimethyl-1H-pyrrole-3-carboxylic acid ethyl ester;1H-Pyrrole-3-carboxylic acid, 2,4,5-trimethyl-, ethyl ester;Pyrrole-3-carboxylic acid, 2,4,5-trimethyl-, ethyl ester;SCHEMBL11652842;DTXSID40944590;AKOS006274132;2,4,5-trimethyl-3-carbethoxy pyrrole;2,4,5-Trimethyl-3-carbethoxy-pyrrole;CCG-103192;SR-01000389517;Ethyl 2,4,5-trimethyl-1H-pyrrole-3-carboxylate #;SR-01000389517-1;1H-Pyrrole-3-carboxylic acid, 2,4,5-trimethyl, ethyl ester

Chemical Property of Ethyl 2,4,5-trimethyl-1H-pyrrole-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.000481mmHg at 25°C
• Boiling Point: 313.9°C at 760 mmHg
• Flash Point: 143.7°C
• PSA: 42.09000
• Density: 1.059g/cm³
• LogP: 2.11660
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 181.110278721
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

2,4,5-trimethyl-1H-Pyrrole-3-carboxylicacidethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C1C)C)C

Technology Process of Ethyl 2,4,5-trimethyl-1H-pyrrole-3-carboxylate

There total 27 articles about Ethyl 2,4,5-trimethyl-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: 89.0%

ethyl 4-methylpyrrole-3-carboxylate (2199-49-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 2,4,5-trimethyl-3-ethoxycarbonylpyrrole (2199-54-4)

Guidance literature:

With hydrogen iodide; hypophosphoric acid; acetic acid; In water; at 20 ℃; for 2h;

DOI:10.1021/jacs.6b11626

Reference yield: 80.0%

methyllithium (917-54-4) + ethyl 3-(1-(N-methoxy-N-methylcarbamoyl)ethylamino)crotonate (231609-65-7) → 2,4,5-trimethyl-3-ethoxycarbonylpyrrole (2199-54-4)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(99)00289-6

Reference yield: 79.0%

2,4,6-trimethylpyridine-3,5-dicarboxylic acid diethyl ester (1150-55-6) → 2,4,5-trimethyl-3-ethoxycarbonylpyrrole (2199-54-4)

Guidance literature:

With boron trifluoride diethyl etherate; tetrabutylammonium tetrafluoroborate; water; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Electrolysis;

DOI:10.1039/d1gc00487e

upstream raw materials:

5-carboxymethyl-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester

diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate

3-hydroxy-2-butanon

ethyl aminocrotonate

Downstream raw materials:

2,3,4,5-tetramethylpyrrole

2,4,5-trimethyl-3-formylpyrrole