sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate

Base Information

• Chemical Name: sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate
• CAS No.: 1404533-19-2
• Molecular Formula: C₂₆H₂₂N₅O₄*Na
• Molecular Weight: 491.482
• Mol file: 1404533-19-2.mol

Synonyms:sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate

Chemical Property of sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate

There total 21 articles about sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate 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: 91.0%

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetic acid methyl ester (1404531-81-2) → sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate (1404533-19-2)

Guidance literature:

With water; sodium hydroxide; In methanol;

DOI:10.1021/jm500588w

Reference yield:

{3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester (1404532-70-2) → sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate (1404533-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 7 h / 100 °C / Inert atmosphere

2: sodium hydroxide; water / methanol

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm500588w

Reference yield:

5-bromo-1H-indole (10075-50-0) → sodium {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetate (1404533-19-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diethyl ether / 2 h / -5 °C

2.1: potassium hydroxide / water / 4 h / Reflux

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

3.2: 20 °C

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

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 7 h / 100 °C / Inert atmosphere

6.1: sodium hydroxide; water / methanol

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide; sodium hydroxide; In methanol; diethyl ether; water; 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-bromo-indol-1-yl}acetic acid methyl ester

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

5-bromo-1H-indole

1-(5-methyl-1H-pyrazol-4-yl)butan-1-one

Downstream raw materials:

C₃₁H₃₃N₇O₃*ClH