5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid
• CAS No.: 207845-98-5
• Molecular Formula: C₂₁H₂₁Cl₂N₃O₃
• Molecular Weight: 434.322

Synonyms:5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid

Chemical Property of 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid

Chemical Property:

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Technology Process of 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid

There total 3 articles about 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid 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:

5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid ethyl ester (294174-60-0) → 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid (207845-98-5)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; at 20 ℃; for 3h;

DOI:10.1021/jm9911229

Reference yield:

5-amino-1-methyl-1H-indole-2-carboxylic acid ethyl ester (71056-58-1) → 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid (207845-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: aq. 2N KOH / dioxane / 3 h / 20 °C

With potassium hydroxide; triethylamine; In 1,4-dioxane; dichloromethane; 1: Acylation / 2: Hydrolysis;

DOI:10.1021/jm9911229

Reference yield:

4-[N,N-bis(2-chloroethyl)amino]benzoyl chloride (15944-88-4) → 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid (207845-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: aq. 2N KOH / dioxane / 3 h / 20 °C

With potassium hydroxide; triethylamine; In 1,4-dioxane; dichloromethane; 1: Acylation / 2: Hydrolysis;

DOI:10.1021/jm9911229

upstream raw materials:

5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carboxylic acid ethyl ester

5-amino-1-methyl-1H-indole-2-carboxylic acid ethyl ester

4-[N,N-bis(2-chloroethyl)amino]benzoyl chloride

Downstream raw materials:

5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1-methyl-1H-indole-2-carbonyl chloride

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