5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid

Base Information

• Chemical Name: 5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid
• CAS No.: 1384513-14-7
• Molecular Formula: C₂₉H₂₇ClN₄O₄
• Molecular Weight: 531.011
• Mol file: 1384513-14-7.mol

Synonyms:5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid

Chemical Property of 5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid

There total 6 articles about 5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-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: 68.0%

1-(4-Nitrophenyl)piperazine (6269-89-2) + 5-(4-chlorophenyl)-4-(3-iodophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid (1305320-66-4) → 5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid (1384513-14-7)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In dimethyl sulfoxide; at 80 ℃; Inert atmosphere;

DOI:10.1021/jm300608w

Reference yield:

ethyl 2-(3-iodobenzylidene)-3-oxobutanoate → 5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid (1384513-14-7)

Guidance literature:

Multi-step reaction with 4 steps

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

2: acetic acid / methanol / 24 h / 65 °C / Inert atmosphere; Sealed tube

3: sodium hydroxide / 1,4-dioxane; ethanol; water / Reflux; Inert atmosphere

4: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 80 °C / Inert atmosphere

With copper(l) iodide; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; potassium carbonate; acetic acid; triethylamine; L-proline; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; water; dimethyl sulfoxide; 2: Paal-Knorr pyrrole synthesis;

DOI:10.1021/jm300608w

Reference yield:

ethyl 2-acetyl-4-(4-chlorophenyl)-3-(3-iodophenyl)-4-oxobutanoate (1384513-05-6) → 5-(4-chlorophenyl)-1,2-dimethyl-4-(3-(4-(4-nitrophenyl)-piperazin-1-yl)phenyl)-1H-pyrrole-3-carboxylic acid (1384513-14-7)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / Inert atmosphere

2: sodium hydroxide / 1,4-dioxane; ethanol; water / Reflux; Inert atmosphere

3: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 80 °C / Inert atmosphere

With copper(l) iodide; potassium carbonate; L-proline; sodium hydroxide; In 1,4-dioxane; methanol; ethanol; water; dimethyl sulfoxide; 1: Paal-Knorr pyrrole synthesis;

DOI:10.1021/jm300608w

upstream raw materials:

ethyl 5-(4-chlorophenyl)-4-(3-iodophenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylate

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

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

1-(4-Nitrophenyl)piperazine

Downstream raw materials:

5-(4-chlorophenyl)-4-(3-(4-(4-(4-fluoro-3-nitrophenylsulfonamido)phenyl)piperazin-1-yl)phenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid

(R)-5-(4-chlorophenyl)-4-(3-(4-(4-(4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrophenylsulfonamido)phenyl)piperazin-1-yl)phenyl)-1,2-dimethyl-1H-pyrrole-3-carboxylic acid

(R)-5-(4-chlorophenyl)-4-(3-(4-(4-(4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrophenylsulfonamido)-phenyl)piperazin-1-yl)phenyl)-N,1,2-trimethyl-1H-pyrrole-3-carboxamide

(R)-N-(4-(4-(3-(2-(4-chlorophenyl)-1,5-dimethyl-1H-pyrrol-3-yl)phenyl)piperazin-1-yl)phenyl)-4-((4-(dimethylamino)-1-(phenylthio)butan-2-yl)amino)-3-nitrobenzenesulfonamide