1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile

Base Information

• Chemical Name: 1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile
• CAS No.: 1207731-35-8
• Molecular Formula: C₂₁H₂₀N₂O₃
• Molecular Weight: 348.401
• Mol file: 1207731-35-8.mol

Synonyms:1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile

Chemical Property of 1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile

There total 5 articles about 1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile 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: 82.0%

1-bromo-4-methoxy-benzene (104-92-7) + tert-butyl 6-cyano-2-(trimethylstannyl)-1H-indole-1-carboxylate → 1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile (1207731-35-8)

Guidance literature:

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

DOI:10.1016/j.ejmech.2017.01.037

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) + 1-(tert-butoxycarbonyl)-6-cyano-1H-indol-2-ylboronic acid (913835-67-3) → 1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile (1207731-35-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; at 100 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jm901852f

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-1H-indole-6-carbonitrile (1207731-35-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap / dichloromethane

2: lithium diisopropyl amide / tetrahydrofuran

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 24 h / 90 - 100 °C / Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 3: |Stille Cross Coupling;

DOI:10.1016/j.ejmech.2017.01.037

upstream raw materials:

1-bromo-4-methoxy-benzene

1-(tert-butoxycarbonyl)-6-cyano-1H-indol-2-ylboronic acid

1H-Indole-6-carbonitrile

1-(tert-butoxycarbonyl)-1H-indole-6-carbonitrile

Downstream raw materials:

C₁₆H₁₂N₂O

2-(4-methoxyphenyl)-1H-indole-6-carboximidamide