N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide

Base Information

• Chemical Name: N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide
• CAS No.: 1404530-07-9
• Molecular Formula: C₃₀H₃₃ClN₆O₃
• Molecular Weight: 561.083
• Mol file: 1404530-07-9.mol

Synonyms:

Chemical Property of N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide

There total 20 articles about N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide 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:

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-indol-1-yl}acetic acid methyl ester (1404531-74-3) → N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide (1404530-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; water / methanol / 20 °C

2: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / 20 °C / Alkaline conditions

With water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydroxide; In methanol;

DOI:10.1021/jm500588w

Reference yield:

5-chloro-1-(2-methoxy-2-oxoethyl)-1H-indole-3-carboxylic acid (1404530-50-2) → N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide (1404530-07-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 1,2-dichloro-ethane / 20 h / 20 °C

2: sodium hydroxide; water / methanol / 20 °C

3: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / 20 °C / Alkaline conditions

With dmap; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In methanol; 1,2-dichloro-ethane;

DOI:10.1021/jm500588w

Reference yield:

5-chloro-1H-indole (17422-32-1) → N-[4-(4-butyryl-5-methyl-1H-pyrazol-1-yl)phenyl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide (1404530-07-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diethyl ether / -5 °C

2.1: potassium hydroxide; water / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / -10 - 20 °C

3.2: 20 h

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 1,2-dichloro-ethane / 20 h / 20 °C

5.1: sodium hydroxide; water / methanol / 20 °C

6.1: bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / 20 °C / Alkaline conditions

With dmap; water; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; sodium hydroxide; In methanol; diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm500588w

upstream raw materials:

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-indol-1-yl}acetic acid methyl ester

1-methyl-piperazine

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-indol-1-yl}acetic acid

5-chloro-1-(2-methoxy-2-oxoethyl)-1H-indole-3-carboxylic acid