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

Base Information

Chemical Name:5-[4-(5-azido-pentyl)-phenyl]-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide
CAS No.:850554-45-9
Molecular Formula:C₂₇H₃₁Cl₂N₇O
Molecular Weight:540.495
Hs Code.:

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

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

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

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

There total 8 articles about 5-[4-(5-azido-pentyl)-phenyl]-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide 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: 69.0%

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

: 850554-45-9
5-[4-(5-azido-pentyl)-phenyl]-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2005.01.165

Reference yield:

: 288104-75-6
4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester

: 850554-45-9
5-[4-(5-azido-pentyl)-phenyl]-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide

Guidance literature:: Multi-step reaction with 6 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

5.1: 69 percent / NaN₃ / dimethylformamide

With 9-borabicyclo[3.3.1]nonane dimer; sodium azide; trimethylaluminum; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; 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

: 850554-45-9
5-[4-(5-azido-pentyl)-phenyl]-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide

Guidance literature:: Multi-step reaction with 7 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

6.1: 69 percent / NaN₃ / dimethylformamide

With 9-borabicyclo[3.3.1]nonane dimer; sodium azide; trimethylaluminum; toluene-4-sulfonic acid; acetic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 3.2: Suzuki coupling;
DOI:10.1016/j.tetlet.2005.01.165