3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester
• CAS No.: 324520-90-3
• Molecular Formula: C₂₀H₂₇BrN₂O₅Si
• Molecular Weight: 483.434

Synonyms:3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester

Chemical Property of 3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester

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Technology Process of 3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester

There total 4 articles about 3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl 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: 80.0%

methyl chloroformate (79-22-1) + 1H-pyrrole-3-carboxylic acid (2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-amide (324520-82-3) → 3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester (324520-90-3)

Guidance literature:

With potassium hydride; In tetrahydrofuran; at 0 ℃;

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

Reference yield:

2-bromo-4-methoxyaniline (32338-02-6) → 3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester (324520-90-3)

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: 80 percent / KH / tetrahydrofuran / 0 °C

With potassium tert-butylate; potassium hydride; 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) → 3-[(2-bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-pyrrole-1-carboxylic acid methyl ester (324520-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / NaH / tetrahydrofuran

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

3: 80 percent / KH / tetrahydrofuran / 0 °C

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

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

upstream raw materials:

methyl chloroformate

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

2-bromo-4-methoxyaniline

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

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