ethyl 4-methyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: ethyl 4-methyl-1H-pyrrole-2-carboxylate
• CAS No.: 40611-85-6
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 2933990090
• European Community (EC) Number: 672-691-2
• DSSTox Substance ID: DTXSID50349153
• Nikkaji Number: J352.633J
• Wikidata: Q72476201
• Mol file: 40611-85-6.mol

Synonyms:40611-85-6;ethyl 4-methyl-1H-pyrrole-2-carboxylate;Ethyl 4-Methyl-2-pyrrolecarboxylate;4-Methyl-2-pyrrolecarboxylic Acid Ethyl Ester;Ethyl 4-methylpyrrole-2-carboxylate;MFCD00191668;1H-Pyrrole-2-carboxylic acid, 4-methyl-, ethyl ester;Ethyl4-Methyl-2-pyrrolecarboxylate;3-methyl-5-carbethoxypyrrole;4-Methyl-1H-pyrrole-2-carboxylic acid ethyl ester;SCHEMBL2148753;DTXSID50349153;AKOS006229980;CS-W018073;FS-2393;SB62156;4-(TRIFLUOROMETHYL)-1H-PYRAZOL;ethyl-4-methyl-1H-pyrrole-2-carboxylate;4-methyl-2-pyrrolecarboxylate ethyl ester;AC-23471;SY013114;AM20120624;FT-0602074;A852593;3-Methyl-1H-pyrrole-5-carboxylic acid ethyl ester;4-methyl-1 H-pyrrole-2-carboxylic acid ethyl ester;benzenemethanol, 4-methoxy-alpha-[(methylamino)methyl]-

Chemical Property of ethyl 4-methyl-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00944mmHg at 25°C
• Melting Point: 43 °C
• Refractive Index: 1.517
• Boiling Point: 264.9 °C at 760 mmHg
• PKA: 15.54±0.50(Predicted)
• Flash Point: 114 °C
• PSA: 42.09000
• Density: 1.107 g/cm³
• LogP: 1.49980
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

98% ^*data from raw suppliers

Ethyl4-Methyl-1H-pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CN1)C

Technology Process of ethyl 4-methyl-1H-pyrrole-2-carboxylate

There total 1 articles about ethyl 4-methyl-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: 90.0%

ethyl 4-formylpyrrole-2-carboxylate (7126-57-0) → 4-Methyl-1H-pyrrole-2-carboxylic acid ethyl ester (40611-85-6)

Guidance literature:

palladium on activated charcoal; In ethanol; for 16h; under 2585.7 Torr;

DOI:10.1021/jo00237a032

Reference yield: 83.0%

4-Methyl-1H-pyrrole-2-carboxylic acid ethyl ester (40611-85-6) + p-toluenesulfonyl chloride (98-59-9) → ethyl 4-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrole-2-carboxylate (1316844-53-7)

Guidance literature:

4-Methyl-1H-pyrrole-2-carboxylic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 1 - 20 ℃; for 1h; Inert atmosphere;

p-toluenesulfonyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol201665c

Reference yield: 76.0%

4-Methyl-1H-pyrrole-2-carboxylic acid ethyl ester (40611-85-6) + benzaldehyde (100-52-7) → diethyl 3,7-dimethyl-5-phenyl-1,9-dipyrrylmethanedicarboxylate (202057-85-0)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; for 2h; Heating;

DOI:10.1021/jo971807l

upstream raw materials:

ethyl 4-formylpyrrole-2-carboxylate

Downstream raw materials:

diethyl 3,7-dimethyl-5-phenyl-1,9-dipyrrylmethanedicarboxylate

5-formyl-4-methyl-1H-pyrrole-2-carboxylic acid

5-(4-ethyl-piperazine-1-carbonyl)-3-methyl-1H-pyrrole-2-carbaldehyde

Refernces

• 1、 Garrido, Daniel O. A.,Buldain, Graciela,Ojea, Maria I.,Frydman, Benjamin. "Synthesis of 2-Alkylputrescines from 3-Alkylpyrroles". . p. 403 - 407. Retrieved 2007/10/02.