4-(Ethoxycarbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid

Base Information

• Chemical Name: 4-(Ethoxycarbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid
• CAS No.: 5442-91-1
• Molecular Formula: C10H13NO4
• Molecular Weight: 211.218
• Hs Code.: 2933990090
• Mol file: 5442-91-1.mol

Synonyms:1H-Pyrrole-2,4-dicarboxylic acid, 3,5-dimethyl-, 4-ethyl ester;

Chemical Property of 4-(Ethoxycarbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 5.76E-08mmHg at 25°C
• Melting Point: 202 °C (decomp)
• Boiling Point: 424.6 °C at 760 mmHg
• PKA: 4.81±0.50(Predicted)
• Flash Point: 210.6 °C
• PSA: 79.39000
• Density: 1.262 g/cm³
• LogP: 1.50640
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

4-(Ethoxycarbonyl)-3,5-dimethyl-1h-pyrrole-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(Ethoxycarbonyl)-3,5-dimethyl-1h-pyrrole-2-carboxylic acid

Technology Process of 4-(Ethoxycarbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid

There total 10 articles about 4-(Ethoxycarbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid 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: 97.6%

diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate (2436-79-5) → 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 4-ethyl ester (5442-91-1)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 50 - 60 ℃; for 10h; Temperature;

DOI:10.1007/s11164-015-1939-z

Reference yield: 86.5%

2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate (86770-31-2) → 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 4-ethyl ester (5442-91-1)

Guidance literature:

With trifluoroacetic acid; for 2h;

Reference yield:

3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 2-benzyl ester 4-ethyl ester (68999-91-7) → 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid 4-ethyl ester (5442-91-1)

Guidance literature:

With methanol; palladium on activated charcoal; Hydrogenation;

upstream raw materials:

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

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

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

ethyl acetoacetate

Downstream raw materials:

2,3,4,5-tetramethylpyrrole

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

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

sunitinib

Refernces

• 1、 -. "A process for the preparation of nun". Paragraph 0045; 0059-0067. . Retrieved 2020/02/07.
• 2、 Meng, Ge,Zheng, Meilin,Wang, Mei,Tong, Jing,Ge, Weijuan,Zhang, Jiehe,Zheng, Aqun,Li, Jingya,Gao, Lixin,Li, Jia. "Design and synthesis of new potent PTP1B inhibitors with the skeleton of 2-substituted imino-3-substituted-5-heteroarylidene-1,3-thiazolidine-4-one: Part I". . p. 756 - 769. Retrieved 2016/08/18.