BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]-

Base Information

• Chemical Name: BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]-
• CAS No.: 1186206-79-0
• Molecular Formula: C32H32F3N5O2S
• Molecular Weight: 607.69
• Mol file: 1186206-79-0.mol

Synonyms:CS-1203;HMS2218G07;HMS2043H01;ALW-II-41-27;

Chemical Property of BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]-

Chemical Property:

• Boiling Point: 612.3±55.0 °C(Predicted)
• PKA: 11.66±0.70(Predicted)
• PSA: 112.79000
• Density: 1.321±0.06 g/cm3(Predicted)
• LogP: 7.42320
• Solubility.: ≥60.8 mg/mL in EtOH; insoluble in H2O; ≥102 mg/mL in DMSO

Purity/Quality:

99%+, ^*data from raw suppliers

ALW-II-41-27 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]-

There total 5 articles about BenzaMide, N-[4-[(4-ethyl-1-piperazinyl)Methyl]-3-(trifluoroMethyl)phenyl]-4-Methyl-3-[[[5-(2-thienyl)-3-pyridinyl]carbonyl]aMino]- 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: 47.0%

3-amino-N-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-4-methylbenzamide (872332-67-7) + 5-(thiophen-2-yl)nicotinic acid (306934-96-3) → ALW-II-41-27 (1186206-79-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2009.05.029

Reference yield:

4-amino-2-(trifluoromethyl)benzaldehyde (876322-73-5) → ALW-II-41-27 (1186206-79-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogenchloride / ethyl acetate; water / 0.08 h / 20 °C

1.2: 102 - 110 °C / Dean-Stark

1.3: 0.17 h / 10 - 60 °C

2.1: HATU; dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C / Inert atmosphere

4.1: HATU; dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; dmap; palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/acsmedchemlett.1c00030

Reference yield:

4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylphenylamine (630125-91-6) → ALW-II-41-27 (1186206-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1: HATU; dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

2: palladium on activated charcoal; hydrogen / methanol / 24 h / 20 °C / Inert atmosphere

3: HATU; dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

With dmap; palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; HATU; In methanol; dichloromethane;

DOI:10.1021/acsmedchemlett.1c00030

upstream raw materials:

3-amino-N-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-4-methylbenzamide

5-(thiophen-2-yl)nicotinic acid

4-amino-2-(trifluoromethyl)benzaldehyde

4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylphenylamine

Refernces

• 1、 Choi, Yongmun,Syeda, Farisa,Walker, John R.,Finerty Jr., Patrick J.,Cuerrier, Dominic,Wojciechowski, Amy,Liu, Qingsong,Dhe-Paganon, Sirano,Gray, Nathanael S.. "Discovery and structural analysis of Eph receptor tyrosine kinase inhibitors". supporting information; experimental part. p. 4467 - 4470. Retrieved 2010/04/25.