4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol

Base Information

• Chemical Name: 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol
• CAS No.: 413577-00-1
• Molecular Formula: C₂₈H₂₇Cl₃N₄O₃
• Molecular Weight: 573.906
• Mol file: 413577-00-1.mol

Synonyms:4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol

Chemical Property of 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol

There total 10 articles about 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol 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: 24.0%

4-{bis(2-chloroethyl)amino}benzoic acid (1141-37-3) + 4-(2-chloroethyl)-3-(5-nitroindole-2-carboxamido)phenol (413577-19-2) → 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol (413577-00-1)

Guidance literature:

Pd-C; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide;

Reference yield: 14.0%

5-nitro-1H-indole-2-carboxylic acid (16730-20-4) + 2-(2-amino-4-hydroxyphenyl)-ethyl chloride (413577-24-9) → 4-(chloroethyl)-3-(5-nitroindole-2-carboxamido)phenol + 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol (413577-00-1)

Guidance literature:

Pd-C; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

Reference yield:

5-nitro-1H-indole-2-carboxylic acid (16730-20-4) → 4-(2-chloroethyl)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol (413577-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 14 percent / EDCI / dimethylformamide / 20 °C

2: H₂ / Pd/C / tetrahydrofuran / 20 °C / atmospheric pressure

3: 24 percent / EDCI / dimethylformamide / 48 h / 20 °C

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2004.08.051

upstream raw materials:

5-nitro-1H-indole-2-carboxylic acid

4-benzyloxy-2-nitrophenylacetic acid

diethyl <4-(benzyloxy)-2-nitrophenyl>malonate

2-(2-amino-4-hydroxyphenyl)-ethyl chloride

Downstream raw materials:

4-(chloroethyl)-O-(4-nitrobenzylcarbonato)-3-[[5-(4-bis-(2-chloroethyl)amino)benzamido]indole-2-carboxamido]phenol