2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole

Base Information

• Chemical Name: 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole
• CAS No.: 1448032-74-3
• Molecular Formula: C₃₃H₃₅ClN₂O₄Si
• Molecular Weight: 587.19

Synonyms:2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole

Chemical Property of 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole

Chemical Property:

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Technology Process of 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole

There total 5 articles about 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole 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: 37.0%

2-(5-bromofuran-2-yl)-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole (1448032-72-1) + 3-chlorophenylboronic acid (63503-60-6) → 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole (1448032-74-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In toluene; at 120 ℃; for 4h; Inert atmosphere;

DOI:10.1055/s-0032-1316906

Reference yield:

4,5-dibromo-2-(2-furyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole (1448032-47-0) → 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole (1448032-74-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol; toluene; water / 4 h / 120 °C / Inert atmosphere

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 - 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / toluene / 4 h / 120 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; caesium carbonate; In methanol; water; N,N-dimethyl-formamide; toluene; 1: |Suzuki-Miyaura Coupling / 3: |Suzuki-Miyaura Coupling;

DOI:10.1055/s-0032-1316906

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole (1448032-74-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / water; 1,2-dimethoxyethane / 2 h / 100 °C / Inert atmosphere

3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol; toluene; water / 4 h / 120 °C / Inert atmosphere

4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 - 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / toluene / 4 h / 120 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; toluene; 2.1: |Suzuki-Miyaura Coupling / 3.1: |Suzuki-Miyaura Coupling / 5.1: |Suzuki-Miyaura Coupling;

DOI:10.1055/s-0032-1316906

upstream raw materials:

4,5-dibromo-2-(2-furyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole

(2-trimethylethylsilylethoxy)methyl chloride

2-(2-furyl)-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole

2-(5-bromofuran-2-yl)-4,5-di(4-methoxyphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-imidazole

Downstream raw materials:

2-(5-(3-chlorophenyl)furan-2-yl)-4,5-bis(4-methoxyphenyl)-1H-imidazole

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