4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 431045-97-5
• Molecular Formula: C₂₃H₂₅Cl₂N₃O₄S
• Molecular Weight: 510.441

Synonyms:4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property of 4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of 4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester

There total 2 articles about 4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl 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:

4-(5-chloro-1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (431045-96-4) + 3-chlorophenylsulfonyl chloride (2888-06-4) → 4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester (431045-97-5)

Guidance literature:

4-(5-chloro-1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 2h;

3-chlorophenylsulfonyl chloride; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1016/j.bmcl.2005.06.107

Reference yield:

4-(1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (252978-89-5) → 4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester (431045-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-chlorosuccinimide / dioxane / 20 °C

1.2: t-BuOK / tetrahydrofuran / 2 h / 20 °C

1.3: tetrahydrofuran / 15 h / 20 °C

2.1: t-BuOK / tetrahydrofuran / 2 h / 20 °C

2.2: tetrahydrofuran / 15 h / 20 °C

With N-chloro-succinimide; potassium tert-butylate; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.bmcl.2005.06.107

Reference yield: 100.0%

4-[5-chloro-1-(3-chloro-benzenesulfonyl)-1H-indol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester (431045-97-5) → 5-chloro-1-(3-chloro-benzenesulfonyl)-4-piperazin-1-yl-1H-indole

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2005.06.107

upstream raw materials:

4-(5-chloro-1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester

3-chlorophenylsulfonyl chloride

4-(1H-indol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester

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