5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester
• CAS No.: 184422-55-7
• Molecular Formula: C₁₅H₁₆INO₃
• Molecular Weight: 385.201
• Mol file: 184422-55-7.mol

Synonyms:5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property of 5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester

There total 1 articles about 5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester 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: 99.0%

ethyl 4-methyl-3-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (124901-14-0) → 5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (184422-55-7)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; for 3h;

DOI:10.1246/bcsj.69.3339

Reference yield: 85.0%

sodium 4-methylbenzenesulfinate (824-79-3) + 5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (184422-55-7) → 3-(4-Methoxy-phenyl)-4-methyl-5-(toluene-4-sulfonyl)-1H-pyrrole-2-carboxylic acid ethyl ester (184422-61-5)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; at 95 ℃; for 1h;

DOI:10.1246/bcsj.69.3339

Reference yield:

5-Iodo-3-(4-methoxy-phenyl)-4-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (184422-55-7) → 4-(4-Methoxy-phenyl)-3-methyl-2-(toluene-4-sulfonyl)-1H-pyrrole

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / CuI, HMPA / 1 h / 95 °C

2: 1M aq. NaOH / ethanol / 6 h / Heating

3: aq. NaHCO₃, I₂, KI / methanol / 1 h / Ambient temperature

4: 100 percent / H₂, NaOAc / 5percent Pd/C / methanol / 1 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; copper(l) iodide; hydrogen; iodine; sodium acetate; sodium hydrogencarbonate; potassium iodide; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1246/bcsj.69.3339

upstream raw materials:

ethyl 4-methyl-3-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate

Downstream raw materials:

3-(4-Methoxy-phenyl)-4-methyl-5-(toluene-4-sulfonyl)-1H-pyrrole-2-carboxylic acid ethyl ester

2-Iodo-3-(4-methoxy-phenyl)-4-methyl-5-(toluene-4-sulfonyl)-1H-pyrrole

3-(4-Methoxy-phenyl)-4-methyl-5-(toluene-4-sulfonyl)-1H-pyrrole-2-carboxylic acid