4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid

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Chemical Name:4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid
CAS No.:1376191-79-5
Molecular Formula:C₃₀H₂₅ClN₄O₄
Molecular Weight:541.006
Hs Code.:

Synonyms:4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid

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Chemical Property of 4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid

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Technology Process of 4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid

There total 6 articles about 4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-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: 86.0%

: 1376191-74-0
ethyl 4-(4-chlorophenyl)-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-5-[(trimethylsilyl)ethynyl]-1H-pyrrole-2-carboxylate

: 1376191-79-5
4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid

Guidance literature:: ethyl 4-(4-chlorophenyl)-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-5-[(trimethylsilyl)ethynyl]-1H-pyrrole-2-carboxylate; With potassium hydroxide; In 1,4-dioxane; ethanol; water; for 2h; Reflux; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; ethanol; water; Inert atmosphere;
DOI:10.1021/jm300178u

Reference yield:

: C₁₉H₁₄BrClINO₂

: 1376191-79-5
4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

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

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 6 h / 20 - 80 °C / Inert atmosphere

4.1: potassium hydroxide / 1,4-dioxane; ethanol; water / 2 h / Reflux; Inert atmosphere

4.2: Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; L-proline; potassium hydroxide; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm300178u

Reference yield:

: 1376190-93-0
ethyl 4-(4-chlorophenyl)-3-(3-iodophenyl)-1H-pyrrole-2-carboxylate

: 1376191-79-5
4-(4-chlorophenyl)-5-ethynyl-1-methyl-3-{3-[4-(4-nitrophenyl)piperazin-1-yl]phenyl}-1H-pyrrole-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

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

4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / N,N-dimethyl-formamide / 6 h / 20 - 80 °C / Inert atmosphere

5.1: potassium hydroxide / 1,4-dioxane; ethanol; water / 2 h / Reflux; Inert atmosphere

5.2: Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; triethylamine; L-proline; potassium hydroxide; In 1,4-dioxane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm300178u