4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide

Base Information

• Chemical Name: 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide
• CAS No.: 1431216-60-2
• Molecular Formula: C₃₀H₃₂F₆N₄O₃
• Molecular Weight: 610.599
• Mol file: 1431216-60-2.mol

Synonyms:4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide

Chemical Property of 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide

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)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide

There total 12 articles about 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide 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: 57.4%

5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-2-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridine-1-oxide (1431216-62-4) → 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide (1431216-60-2)

Guidance literature:

With Oxone; sodium hydrogencarbonate; In methanol; water; at 20 ℃; for 4.25h; Inert atmosphere;

Reference yield:

6-Chloro-pyridin-3-ylamine (5350-93-6) → 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide (1431216-60-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 1,4-dioxane / Reflux

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 4 h / -78 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 °C

4.1: trifluoroacetic acid / dichloromethane

5.1: sodium carbonate; palladium diacetate; triphenylphosphine / toluene / 2 h / 100 °C

6.1: dmap / toluene / 23 h / 120 °C / Inert atmosphere

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

8.1: butan-1-ol / 80 °C / Inert atmosphere

9.1: sodium hydrogencarbonate; Oxone / water; methanol / 4 h / 20 °C / Inert atmosphere

With dmap; Oxone; n-butyllithium; palladium diacetate; sodium hydride; sodium hydrogencarbonate; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene; butan-1-ol;

Reference yield:

(6-chloro-4-iodopyridine-3-yl)methylcarbamic acid tert-butyl ester (825643-58-1) → 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-1-oxido-4-(o-tolyl)pyridin-2-yl)-1-methylpiperazine-1-oxide (1431216-60-2)

Guidance literature:

Multi-step reaction with 6 steps

1: trifluoroacetic acid / dichloromethane

2: sodium carbonate; palladium diacetate; triphenylphosphine / toluene / 2 h / 100 °C

3: dmap / toluene / 23 h / 120 °C / Inert atmosphere

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

5: butan-1-ol / 80 °C / Inert atmosphere

6: sodium hydrogencarbonate; Oxone / water; methanol / 4 h / 20 °C / Inert atmosphere

With dmap; Oxone; palladium diacetate; sodium hydrogencarbonate; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; water; toluene; butan-1-ol;

upstream raw materials:

α,α-Dimethyl-3,5-bis(trifluoromethyl)benzeneacetic Acid

2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl chloride

6-Chloro-pyridin-3-ylamine

tert-butyl (6-chloropyridin-3-yl)carbamate

Refernces

• 1、 -. "SUBSTITUTED 4-PHENYL-PYRIDINES FOR TREATMENT OF NK-1 RECEPTOR RELATED DISEASES". . . Retrieved 2018/10/31.