2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione

Base Information

• Chemical Name: 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione
• CAS No.: 1287761-11-8
• Molecular Formula: C₂₇H₂₃N₃O₄S
• Molecular Weight: 485.563
• Mol file: 1287761-11-8.mol

Synonyms:2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione

Chemical Property of 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione

There total 10 articles about 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione 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:

4-(methylsulfonyl)phenylhydrazine hydrochloride (17852-67-4) → 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione (1287761-11-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ethanol / 20 °C / Inert atmosphere

1.2: 2 h / Reflux; Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

3.1: pyridinium chlorochromate / dichloromethane / 6 h / 20 °C / Inert atmosphere; Molecular sieve

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

7.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium hydride; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; mineral oil; 4.1: Horner-Wadsworth-Emmons olefination / 7.1: Mitsunobu reaction;

DOI:10.1021/jm2001376

Reference yield:

1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazole-3-carbaldehyde (1287761-07-2) → 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione (1287761-11-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 2 h

3: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

4: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium hydride; triphenylphosphine; In tetrahydrofuran; ethyl acetate; mineral oil; 1: Horner-Wadsworth-Emmons olefination / 4: Mitsunobu reaction;

DOI:10.1021/jm2001376

Reference yield:

3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propionic acid ethyl ester (1287761-09-4) → 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione (1287761-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 2: Mitsunobu reaction;

DOI:10.1021/jm2001376

upstream raw materials:

1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazole-3-carbaldehyde

(E)-3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-acrylic acid ethyl ester

3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propionic acid ethyl ester

4-(methylsulfonyl)phenylhydrazine hydrochloride

Downstream raw materials:

C₁₉H₂₁N₃O₂S

1-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-3-(3-trifluoromethyl-phenyl)-urea