5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid

Base Information

• Chemical Name: 5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid
• CAS No.: 1013935-37-9
• Molecular Formula: C₂₄H₂₀N₂O₄
• Molecular Weight: 400.434

Synonyms:5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid

Chemical Property of 5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid

Chemical Property:

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Technology Process of 5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid

There total 6 articles about 5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-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: 93.0%

ethyl 5-(3-methyl-4-phenyl-5-ethoxycarbonyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylate (1013935-35-7) → 5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid (1013935-37-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; for 5h; Heating;

DOI:10.1134/S1070428007020236

Reference yield:

ethyl 5-iodo-4-methyl-3-phenyl-1H-pyrrole-2-carboxylate (1013935-33-5) → 5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid (1013935-37-9)

Guidance literature:

Multi-step reaction with 4 steps

1: DMAP / CH₂Cl₂ / 3 h

2: Cu / dimethylformamide / 30 h / 110 °C

3: trifluoroacetic acid / CH₂Cl₂

4: 93 percent / NaOH / tetrahydrofuran; methanol; H₂O / 5 h / Heating

With dmap; sodium hydroxide; trifluoroacetic acid; copper; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1134/S1070428007020236

Reference yield:

5-iodo-4-methyl-3-phenyl-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester → 5-(5-carboxy-3-methyl-4-phenyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid (1013935-37-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Cu / dimethylformamide / 30 h / 110 °C

2: trifluoroacetic acid / CH₂Cl₂

3: 93 percent / NaOH / tetrahydrofuran; methanol; H₂O / 5 h / Heating

With sodium hydroxide; trifluoroacetic acid; copper; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1134/S1070428007020236

upstream raw materials:

ethyl 5-(3-methyl-4-phenyl-5-ethoxycarbonyl-1H-pyrrol-2-yl)-4-methyl-3-phenyl-1H-pyrrole-2-carboxylate

ethyl 5-iodo-4-methyl-3-phenyl-1H-pyrrole-2-carboxylate

1-phenyl-2-nitroprop-1-ene

ethyl 4-methyl-3-phenyl-1H-pyrrole-2-carboxylate

Downstream raw materials:

N₅,N₅'-bis(2-(aminomethyl)phenyl)-3,3'-dimethyl-4,4'-diphenyl-1H,1'H-[2,2'-bipyrrole]-5,5'-dicarboxamide

15,18-dimethyl-14,19-diphenyl-3,11,22,30,36,37,38-heptaazahexacyclo[30.3.1.1(3,16).1(17,20).0(5,19).0(23,28)]octatriaconta-1⁽³⁶⁾,5⁽¹⁰⁾,6,8,13,15,17,19,23,25,27,32,34-tridecaene-2,12,21,31-tetrone

15,18-dimethyl-14,19-diphenyl-3,11,22,30,37,38-hexaazahexacyclo[30.3.1.1(3,16).1(17,20).0(5,19).0(23,28)]octatriaconta-1⁽³⁶⁾,5⁽¹⁰⁾,6,8,13,15,17,19,23,25,27,32,34-tridecaene-2,12,21,31-tetrone

3,3'-dimethyl-4,4'-diphenyl-1H,1'H-[2,2'-bipyrrole]-5,5'-dicarboxylic acid chloride

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