ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate
• CAS No.: 1384513-09-0
• Molecular Formula: C₂₃H₂₁ClINO₂
• Molecular Weight: 505.783
• Mol file: 1384513-09-0.mol

Synonyms:ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate

Chemical Property of ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate

There total 3 articles about ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-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: 84.0%

ethyl 2-acetyl-4-(4-chlorophenyl)-3-(3-iodophenyl)-4-oxobutanoate (1384513-05-6) + Cyclopropylamine (765-30-0) → ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate (1384513-09-0)

Guidance literature:

In methanol; Inert atmosphere;

DOI:10.1021/jm300608w

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate (1384513-09-0)

Guidance literature:

Multi-step reaction with 3 steps

1: piperidine; acetic acid / toluene / Inert atmosphere; Reflux

2: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine / 70 °C / Inert atmosphere

3: methanol / Inert atmosphere

With piperidine; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; acetic acid; triethylamine; In methanol; toluene; 3: Paal-Knorr pyrrole synthesis;

DOI:10.1021/jm300608w

Reference yield:

ethyl 2-(3-iodobenzylidene)-3-oxobutanoate → ethyl 5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylate (1384513-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine / 70 °C / Inert atmosphere

2: methanol / Inert atmosphere

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine; In methanol; 2: Paal-Knorr pyrrole synthesis;

DOI:10.1021/jm300608w

upstream raw materials:

ethyl 2-acetyl-4-(4-chlorophenyl)-3-(3-iodophenyl)-4-oxobutanoate

Cyclopropylamine

ethyl acetoacetate

Downstream raw materials:

5-(4-chlorophenyl)-1-cyclopropyl-4-(3-iodophenyl)-2-methyl-1H-pyrrole-3-carboxylic acid