N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide

Base Information

• Chemical Name: N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide
• CAS No.: 1227160-47-5
• Molecular Formula: C₁₈H₂₄N₆O₂
• Molecular Weight: 356.428
• Mol file: 1227160-47-5.mol

Synonyms:N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide

Chemical Property of N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide

There total 8 articles about N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide 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:

5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carbonitrile (1227160-49-7) → N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide (1227160-47-5)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In ethanol; for 5h; Reflux;

Reference yield:

ethyl 1-[3-(tert-butoxycarbonyl)benzyl]-5-methyl-1H-pyrazole-3-carboxylate (1225380-89-1) → N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide (1227160-47-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C

2.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / Inert atmosphere

2.2: 16 h / 20 °C

3.1: sodium hydroxide / ethanol / 2 h / 70 °C

3.2: pH Ca_.4

4.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C

4.2: 1 h / 0 - 20 °C

5.1: trifluoroacetic anhydride / methanol / 1 h / 20 °C

6.1: hydroxylamine hydrochloride; triethylamine / ethanol / 5 h / Reflux

With oxalyl dichloride; hydroxylamine hydrochloride; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; trifluoroacetic anhydride; sodium hydroxide; In methanol; ethanol; dichloromethane;

Reference yield:

1,1-dimethylethyl 3-bromomethylbenzoate (126062-63-3) → N'-hydroxy-5-methyl-1-{3-[(4-methylpiperazin-1-yl)carbonyl]benzyl}-1H-pyrazole-3-carboximide amide (1227160-47-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium tert-butylate / tetrahydrofuran / 16 h / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C

3.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / Inert atmosphere

3.2: 16 h / 20 °C

4.1: sodium hydroxide / ethanol / 2 h / 70 °C

4.2: pH Ca_.4

5.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 1 h / 20 °C

5.2: 1 h / 0 - 20 °C

6.1: trifluoroacetic anhydride / methanol / 1 h / 20 °C

7.1: hydroxylamine hydrochloride; triethylamine / ethanol / 5 h / Reflux

With oxalyl dichloride; hydroxylamine hydrochloride; potassium tert-butylate; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; trifluoroacetic anhydride; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane;

upstream raw materials:

ethyl 5-methyl-1H-pyrazole-3-carboxylate

1,1-dimethylethyl 3-bromomethylbenzoate

ethyl 1-[3-(tert-butoxycarbonyl)benzyl]-5-methyl-1H-pyrazole-3-carboxylate

3-{[3-(ethoxycarbonyl)-5-methyl-1H-pyrazol-1-yl]methyl}benzenecarboxylic acid

Downstream raw materials:

[3-({3-[5-(4-cyclopropylphenyl)-1,2,4-oxadiazol-3-yl]-5-methyl-1H-pyrazol-1-yl}methyl)phenyl]-(4-methylpiperazin-1-yl)methanone