[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride

Base Information

• Chemical Name: [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride
• CAS No.: 1404535-85-8
• Molecular Formula: C₃₁H₃₅BrN₆O₃*ClH
• Molecular Weight: 656.022
• Mol file: 1404535-85-8.mol

Synonyms:[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride

Chemical Property of [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride

There total 24 articles about [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride 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: 62.0%

1-methyl-piperazine (109-01-3) + {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-6-methyl-indol-1-yl}acetic acid → [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride (1404535-85-8)

Guidance literature:

1-methyl-piperazine; {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-6-methyl-indol-1-yl}acetic acid; With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 20 ℃;

With hydrogenchloride; In diethyl ether; dichloromethane; acetone;

DOI:10.1021/jm500588w

Reference yield:

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-6-methyl-indol-1-yl}acetic acid methyl ester (1404532-53-1) → [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride (1404535-85-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: triethylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 20 °C

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

DOI:10.1021/jm500588w

Reference yield:

6-methyl-1H-indole-3-carboxylic acid (209920-43-4) → [4-(4-butyryl-5-methyl-pyrazol-1-yl)phenyl]-5-bromo-6-methyl-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-indole-3-carboxamide hydrochloride (1404535-85-8)

Guidance literature:

Multi-step reaction with 7 steps

1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 20 °C

3: potassium carbonate / methanol / 20 °C

4: acetic acid; bromine / 5 h / 20 °C

5: potassium carbonate / N,N-dimethyl-formamide / 20 °C

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

7: triethylamine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 20 °C

With dmap; water; bromine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; potassium carbonate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm500588w

upstream raw materials:

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-6-methyl-indol-1-yl}acetic acid methyl ester

1-methyl-piperazine

6-methyl-1H-indole-3-carboxylic acid

1-acetyl-6-methyl-1H-indole-3-carboxylic acid

Refernces

• 1、 -. "DERIVATIVES OF N- [(1H-PYRAZOL-1-YL) ARYL] - 1H - INDOLE OR 1H - INDAZOLE - 3 - CARBOXAMIDE, THEIR PREPARATION AND THEIR USE AS P2Y12 ANTAGONISTS". Page/Page column 125. . Retrieved 2012/11/13.