ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate
• CAS No.: 2199-51-1
• Molecular Formula: C9H13NO2
• Molecular Weight: 167.208
• Hs Code.: 29337900
• European Community (EC) Number: 606-885-5
• NSC Number: 13425
• DSSTox Substance ID: DTXSID80176414
• Nikkaji Number: J783.164A
• Wikidata: Q72474613
• ChEMBL ID: CHEMBL1999809
• Mol file: 2199-51-1.mol

Synonyms:2199-51-1;ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate;2,4-Dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester;Ethyl 2,4-dimethylpyrrole-3-carboxylate;1H-Pyrrole-3-carboxylic acid, 2,4-dimethyl-, ethyl ester;MFCD01365811;2,4-dimethylpyrrole-3-carboxylic acid ethyl ester;NSC13425;MLS000516371;2,4-Dimethyl-1H-pyrrole-3-carboxylic acid ethylester;SCHEMBL1316433;CHEMBL1999809;DTXSID80176414;2,4-dimethyl-3-carbethoxypyrrole;HMS2653H13;2,4-Dimethyl-3-carbethoxy-pyrrole;BCP27291;NSC 13425;NSC-13425;AKOS001063868;AC-1930;CS-W005791;FS-2249;PB24722;SB21669;NCGC00246080-01;SMR000342505;SY034114;A4721;AM20090210;E1075;ethyl2,4-dimethyl-1H-pyrrole-3-carboxylate;FT-0649097;EN300-17441;W-201903;Z56933875;F9995-0105

Chemical Property of ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate

Chemical Property:

• Appearance/Colour: red crystal
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 122-123 °C
• Refractive Index: 1.516
• Boiling Point: 291 °C at 760 mmHg
• PKA: 16.44±0.50(Predicted)
• Flash Point: 129.8 °C
• PSA: 42.09000
• Density: 1.08 g/cm³
• LogP: 1.80820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Soluble), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dimethyl-1H-pyrrole-3-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-45-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC=C1C)C
• Uses: 2,4-Dimethyl-1H-pyrrole-3-carboxylic Acid Ethyl Ester is used in the preparation of blue pyrrole dyes. 2,4-Dimethyl-1H-pyrrole-3-carboxylic Acid Ethyl Ester is also used as an intermediate in the synthesis of receptor tyrosine kinase (RTK) inhibitors and their metabolites. ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate is used in the preparation of blue pyrrole dyes. It is also used as an intermediate in the synt hesis of receptor tyrosine kinase (RTK) inhibitors and their metabolites.

Technology Process of ethyl 2,4-dimethyl-1H-pyrrole-3-carboxylate

There total 25 articles about ethyl 2,4-dimethyl-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: 99.0%

2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate (86770-31-2) → 2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester (2199-51-1)

Guidance literature:

With hydrogenchloride; water; In ethanol; at 65 ℃; for 4h; Inert atmosphere;

DOI:10.1055/s-0030-1258769

Reference yield: 98.5%

3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 4-ethyl ester (5442-91-1) → 2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester (2199-51-1)

Guidance literature:

Temperature; Inert atmosphere;

DOI:10.1007/s11164-015-1939-z

Reference yield: 89.0%

(E)-ethyl 3-((tert-butoxycarbonyl)(prop-2-yn-1-yl)amino)but-2-enoate → 2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester (2199-51-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 70 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.3987/COM-20-14206

upstream raw materials:

3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 4-ethyl ester

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

2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate

3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 2-benzyl ester 4-ethyl ester

Downstream raw materials:

5-(4-chloro-benzoyl)-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester

5-(4-Methoxy-benzoyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

2,4-dimethyl-5-(3-nitro-benzoyl)-pyrrole-3-carboxylic acid ethyl ester

ethyl 5-benzoyl-2,4-dimethylpyrrole-3-carboxylate

Refernces

• 1、 Bhange, Dattatraya Soma,Jagtap, Sangeeta Vijay,Rasal, Nishant Kisan. "Antimicrobial and antiproliferative study of chalcone clubbed 2,4-dimethylpyrrole-3-carboxamide derivatives: Synthesis and in vitro evaluation". . . Retrieved 2021/10/06.
• 2、 Zhou, Qifan,Jia, Lina,Du, Fangyu,Dong, Xiaoyu,Sun, Wanyu,Wang, Lihui,Chen, Guoliang. "Design, synthesis and biological activities of pyrrole-3-carboxamide derivatives as EZH2 (enhancer of zeste homologue 2) inhibitors and anticancer agents". supporting information. p. 2247 - 2255. Retrieved 2020/02/20.