5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole

Base Information

• Chemical Name: 5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole
• CAS No.: 1305348-33-7
• Molecular Formula: C₂₀H₁₇BrN₂O₂
• Molecular Weight: 397.271
• Mol file: 1305348-33-7.mol

Synonyms:5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole

Chemical Property of 5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole

There total 1 articles about 5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole 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: 79.0%

4-bromobenzenecarbonitrile (623-00-7) + C16H22BrNO2Sn (1028752-18-2) → 5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole (1305348-33-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 90 - 100 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.02.045

Reference yield: 85.0%

5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole (1305348-33-7) + 4-cyanophenylboronic acid (126747-14-6) → 1-(tert-butoxycarbonyl)-2,5-bis(4-cyanophenyl)-1H-indole (1305348-85-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In methanol; water; toluene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.02.045

Reference yield:

5-bromo-1-(tert-butoxycarbonyl)-2-(4-cyanophenyl)-1H-indole (1305348-33-7) + 4-cyanophenylboronic acid (126747-14-6) → 2,5-bis(4-amidinophenyl)-1H-indole dihydrochloride

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / methanol; water; toluene / 24 h / 80 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 72 h / 20 °C

2.2: 48 h / 0 °C

2.3: 168 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; water; toluene; 1.1: Suzuki coupling;

DOI:10.1016/j.bmc.2011.02.045

upstream raw materials:

4-bromobenzenecarbonitrile

C₁₆H₂₂BrNO₂Sn

Downstream raw materials:

1-(tert-butoxycarbonyl)-2,5-bis(4-cyanophenyl)-1H-indole