4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium

Base Information

• Chemical Name: 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium
• CAS No.: 1431216-68-0
• Molecular Formula: C₃₉H₅₂F₆N₄O₅P
• Molecular Weight: 801.83
• Mol file: 1431216-68-0.mol

Synonyms:4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium

Chemical Property of 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium

There total 15 articles about 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium 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:

netupitant (290297-26-6) + di-tert-butyl chloromethyl phosphate (229625-50-7) → 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium (1431216-68-0)

Guidance literature:

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In 1,2-dimethoxyethane; acetonitrile; at 50 - 90 ℃; for 12h;

Reference yield:

[6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl]carbamic acid methyl ester (342417-02-1) → 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium (1431216-68-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / dichloromethane; toluene / 2 h / 50 °C

2: sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 35 - 40 °C / Cooling with ice

3: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / 1,2-dimethoxyethane; acetonitrile / 12 h / 50 - 90 °C

With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In 1,2-dimethoxyethane; dichloromethane; toluene; acetonitrile;

Reference yield:

6-Chloro-3-pyridinecarboxylic acid (5326-23-8) → 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium (1431216-68-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: acetic acid / tetrahydrofuran / 0 - 20 °C

1.2: 1.5 h / -60 - 20 °C

2.1: thionyl chloride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 50 °C

2.2: 0.5 h / 0 °C

3.1: 2 h / 100 °C

4.1: N-Bromosuccinimide / methanol; dichloromethane / 16 h / -5 °C

4.2: 5.3 h / -5 °C

5.1: sodium bis(2-methoxyethoxy)aluminium dihydride / dichloromethane; toluene / 2 h / 50 °C

6.1: sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 35 - 40 °C / Cooling with ice

7.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / 1,2-dimethoxyethane; acetonitrile / 12 h / 50 - 90 °C

With N-Bromosuccinimide; thionyl chloride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

o-tolyl magnesium chloride

di-tert-butyl phosphite

phosphoric acid di-tert-butyl ester

netupitant

Downstream raw materials:

4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-((phosphonooxy)methyl)piperazin-1-ium

Refernces