methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester

Base Information

• Chemical Name: methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester
• CAS No.: 850554-43-7
• Molecular Formula: C₂₈H₃₄Cl₂N₄O₄S
• Molecular Weight: 593.574
• Mol file: 850554-43-7.mol

Synonyms:methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester

Chemical Property of methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester

There total 8 articles about methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester 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-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester (288104-75-6) → methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester (850554-43-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 99 percent / AcOH / 48 h / Heating

2.1: 9-BBN / 16 h / 23 °C

2.2: 75 percent / K₃PO₄ / Pd(PPh₃)4 / dioxane / 60 h / 120 °C

3.1: Me₃Al / CH₂Cl₂ / 1 h

3.2: 78 percent / CH₂Cl₂ / 48 h / 23 °C

4.1: PTSA / methanol

With 9-borabicyclo[3.3.1]nonane dimer; trimethylaluminum; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; 2.2: Suzuki coupling;

DOI:10.1016/j.tetlet.2005.01.165

Reference yield:

ethyl 4-(4-bromophenyl)-3-methyl-2,4-dioxobutanoate lithium salt → methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester (850554-43-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 72 percent / ethanol / 16 h / 23 °C

2.1: 99 percent / AcOH / 48 h / Heating

3.1: 9-BBN / 16 h / 23 °C

3.2: 75 percent / K₃PO₄ / Pd(PPh₃)4 / dioxane / 60 h / 120 °C

4.1: Me₃Al / CH₂Cl₂ / 1 h

4.2: 78 percent / CH₂Cl₂ / 48 h / 23 °C

5.1: PTSA / methanol

With 9-borabicyclo[3.3.1]nonane dimer; trimethylaluminum; toluene-4-sulfonic acid; acetic acid; In methanol; ethanol; dichloromethane; 3.2: Suzuki coupling;

DOI:10.1016/j.tetlet.2005.01.165

Reference yield:

1-(2,4-dichloro-phenyl)-4-methyl-5-{4-[5-(tetrahydro-pyran-2-yloxy)-pentyl]-phenyl}-1H-pyrazole-3-carboxylic acid ethyl ester (850554-40-4) → methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester (850554-43-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Me₃Al / CH₂Cl₂ / 1 h

1.2: 78 percent / CH₂Cl₂ / 48 h / 23 °C

2.1: PTSA / methanol

With trimethylaluminum; toluene-4-sulfonic acid; In methanol; dichloromethane;

DOI:10.1016/j.tetlet.2005.01.165

upstream raw materials:

N-(piperidin-1-yl)-1-(2,4-dichlorophenyl)-5-{4-(5-hydroxypentyl)phenyl}-4-methyl-1H-pyrazole-3-carboxamide

methanesulfonyl chloride

4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester

1-(2,4-dichloro-phenyl)-4-methyl-5-{4-[5-(tetrahydro-pyran-2-yloxy)-pentyl]-phenyl}-1H-pyrazole-3-carboxylic acid ethyl ester

Downstream raw materials:

5-[4-(5-azido-pentyl)-phenyl]-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide