1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide

Base Information

• Chemical Name: 1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide
• CAS No.: 324520-93-6
• Molecular Formula: C₁₉H₂₇BrN₂O₃Si
• Molecular Weight: 439.424

Synonyms:1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide

Chemical Property of 1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide

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Technology Process of 1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide

There total 4 articles about 1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide 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: 72.0%

1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide (324520-82-3) + methyl iodide (74-88-4) → 1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide (324520-93-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4020(02)00007-8

Reference yield:

2-bromo-4-methoxyaniline (32338-02-6) → 1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide (324520-93-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / N,N-diisopropylethylamine / diethyl ether / 4 h / 0 - 20 °C

2: 92 percent / NaH / tetrahydrofuran

3: 57 percent / t-BuOK / tetrahydrofuran / 1 h / 0 °C

4: 72 percent / NaH / tetrahydrofuran

With potassium tert-butylate; sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0040-4020(02)00007-8

Reference yield:

N-(2-bromo-4-methoxyphenyl)acrylamide (116707-97-2) → 1-methyl-1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide (324520-93-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / NaH / tetrahydrofuran

2: 57 percent / t-BuOK / tetrahydrofuran / 1 h / 0 °C

3: 72 percent / NaH / tetrahydrofuran

With potassium tert-butylate; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4020(02)00007-8

upstream raw materials:

1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide

methyl iodide

2-bromo-4-methoxyaniline

N-(2-bromo-4-methoxyphenyl)acrylamide

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