2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile

Base Information

• Chemical Name: 2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile
• CAS No.: 170911-99-6
• Molecular Formula: C₂₈H₃₃N₅O₄
• Molecular Weight: 503.601

Synonyms:2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile

Chemical Property of 2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile

Chemical Property:

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Technology Process of 2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile

There total 4 articles about 2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile 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:

di-tert-butyl dicarbonate (24424-99-5) → 2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile (170911-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / aq. NaOH / 1 h / Ambient temperature

2: K₂CO₃, KI / butan-2-one / 16 h / Heating

With sodium hydroxide; potassium carbonate; potassium iodide; In butanone;

DOI:10.1021/jm00018a020

Reference yield:

2-(piperazin-1-yl)benzonitrile (111373-03-6) → 2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile (170911-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: CaCO₃ / butan-2-one / Ambient temperature

2: K₂CO₃, KI / butan-2-one / 16 h / Heating

With potassium carbonate; calcium carbonate; potassium iodide; In butanone;

DOI:10.1021/jm00018a020

Reference yield:

tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate (53157-48-5) + 2-(4-(2-chloroacetyl)piperazin-1-yl)benzonitrile (177488-98-1) → 2-(4-{2-[3-(2-{N-tert-Butoxycarbonyl}aminoethyl)-1H-indol-5-yloxy]acetyl}piperazin-1-yl)benzonitrile (170911-99-6)

Guidance literature:

With potassium carbonate; potassium iodide; In butanone; for 16h; Yield given; Heating;

DOI:10.1021/jm00018a020

upstream raw materials:

tert-butyl 2-(5-hydroxy-1H-indol-3-yl)ethylcarbamate

2-(4-(2-chloroacetyl)piperazin-1-yl)benzonitrile

di-tert-butyl dicarbonate

2-(piperazin-1-yl)benzonitrile

Downstream raw materials:

{2-[5-(2-{4-[2-(Methanesulfonylamino-methyl)-phenyl]-piperazin-1-yl}-2-oxo-ethoxy)-1H-indol-3-yl]-ethyl}-carbamic acid tert-butyl ester

[2-(5-{2-[4-(2-Aminomethyl-phenyl)-piperazin-1-yl]-2-oxo-ethoxy}-1H-indol-3-yl)-ethyl]-carbamic acid tert-butyl ester

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