N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide

Base Information

• Chemical Name: N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide
• CAS No.: 262368-30-9
• Molecular Formula: C14H22N4O
• Molecular Weight: 262.355
• Hs Code.: 2933599090
• Mol file: 262368-30-9.mol

Synonyms:N-(4-Aminophenyl)-N,4-dimethyl-1-piperazineacetamide; N-(4-Amino-phenyl)-N-methyl-2-(4-methyl-piperazin-1-yl)-acetamide; N-(4-Aminophenyl)-N,4-dimethyl-1-piperazine acetamide

Chemical Property of N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide

Chemical Property:

• Melting Point: 148-150
• Boiling Point: 434.8±40.0 °C(Predicted)
• PKA: 7.43±0.10(Predicted)
• PSA: 52.81000
• Density: 1.151
• LogP: 0.93600
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

>99.5% ^*data from raw suppliers

N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(4-Aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide acts as a reagent for the preparation, angiokinase inhibitory, antitumor activity and pharmacokinectic properties of deuterated derivatives of nintedanib.

Technology Process of N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide

There total 9 articles about N-(4-aminophenyl)-N-methyl-2-(4-methylpiperazin-1-yl)acetamide 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: 97.3%

N-methyl-2-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)-acetamide (1139453-98-7) → N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine (262368-30-9)

Guidance literature:

With 5%-palladium/activated carbon; hydrazine hydrate; In ethanol; at 0 - 40 ℃; for 1h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; Large scale;

Reference yield: 79.27%

1-methyl-piperazine (109-01-3) + chloroacetyl chloride (79-04-9) + N-methyl(p-nitroaniline) (100-15-2) → N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine (262368-30-9)

Guidance literature:

chloroacetyl chloride; N-methyl(p-nitroaniline); In ethyl acetate; at 50 - 55 ℃; for 2h;

1-methyl-piperazine; at 45 - 50 ℃; for 4.5h; Solvent;

Reference yield: 79.0%

tert-butyl 4-(N-methyl-2-(4-methylpiperazin-1-yl)acetamido)phenylcarbamate → N-[(4-methyl-piperazin-1-yl)methylcarbonyl]-N-methyl-p-phenylendiamine (262368-30-9)

Guidance literature:

With trifluoroacetic acid; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.7b00164

upstream raw materials:

N-methyl-2-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)-acetamide

1-methyl-piperazine

2-chloro-N-methyl-N-(4-nitrophenyl)acetamide

para-nitrophenyl bromide

Downstream raw materials:

nintedanib

Refernces

• 1、 -. "Refining method of amino intermediate". Paragraph 0037-0058. . Retrieved 2021/03/03.
• 2、 -. "Preparation method of amino intermediate (by machine translation)". Paragraph 0036; 0038. . Retrieved 2020/02/20.