Ethyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate
• CAS No.: 25907-29-3
• Molecular Formula: C8H10BrNO2
• Molecular Weight: 232.07400
• Mol file: 25907-29-3.mol

Synonyms:4-Brom-5-methyl-pyrrol-2-carbonsaeure-ethylester;ethyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate;

Chemical Property of Ethyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate

Chemical Property:

• Boiling Point: 318.9±37.0 °C(Predicted)
• PKA: 14.30±0.50(Predicted)
• PSA: 42.09000
• Density: 1.500±0.06 g/cm3(Predicted)
• LogP: 2.26230

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-bromo-5-methyl-1H-pyrrole-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Bromo-5-methyl-1H-pyrrole-2-carboxylate Ethyl Ester is used in preparation of Piperidinylazolylthiazolecarboxlic Acid derivatives for use in the treatment of bacterial infections.

Technology Process of Ethyl 4-bromo-5-methyl-1H-pyrrole-2-carboxylate

There total 6 articles about Ethyl 4-bromo-5-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:

ethyl 5-methyl-1H-pyrrole-2-carboxylate (3284-51-3) → 4-bromo-5-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (25907-29-3)

Guidance literature:

With N-Bromosuccinimide; at 0 ℃;

DOI:10.1016/j.bmcl.2011.10.010

Reference yield:

ethyl 5-methyl-1H-pyrrole-2-carboxylate (3284-51-3) → 4-bromo-5-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (25907-29-3) + 3,4-dibromo-5-methyl-pyrrole-2-carboxylic acid ethyl ester (24728-07-2)

Guidance literature:

With N-Bromosuccinimide; In chloroform; at 20 - 50 ℃; for 12h;

Reference yield:

2-methyl-1H-pyrrole (636-41-9) → 4-bromo-5-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (25907-29-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethyl ether / 2 h

2.1: sodium / 0.5 h / 20 °C

3.1: N-Bromosuccinimide / N,N-dimethyl acetamide / 0.17 h / -5 °C

3.2: 0 °C

With N-Bromosuccinimide; sodium; In diethyl ether; N,N-dimethyl acetamide;

upstream raw materials:

ethyl 5-methyl-1H-pyrrole-2-carboxylate

2-methyl-1H-pyrrole

2-pyrrole aldehyde

2,2,2-trichloro-1-(5-methyl-1H-pyrrol-2-yl)ethan-1-one

Downstream raw materials:

ethyl 4-cyano-5-methyl-1H-pyrrole-2-carboxylate

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