1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone

Base Information

• Chemical Name: 1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone
• CAS No.: 1166819-37-9
• Molecular Formula: C₂₅H₃₀F₃N₇O₂
• Molecular Weight: 517.554
• Mol file: 1166819-37-9.mol

Synonyms:1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone

Chemical Property of 1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone

There total 8 articles about 1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone 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: 84.0%

4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol (1166820-04-7) + 1-[4-(2-hydroxyethyl)-1-piperazinyl]-1-ethanone (83502-55-0) → 1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone (1166819-37-9)

Guidance literature:

4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol; 1-[4-(2-hydroxyethyl)-1-piperazinyl]-1-ethanone; With triphenylphosphine; In dichloromethane; at 22 - 25 ℃; for 0.166667h;

With di-isopropyl azodicarboxylate; In dichloromethane; at 25 - 30 ℃;

DOI:10.1016/j.bmcl.2013.02.056

Reference yield: 73.0%

N-acetylpiperidine (13889-98-0) + 2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)-phenoxy)ethylmethanesulfonate (1240300-07-5) → 1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone (1166819-37-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 110 ℃; for 1h;

DOI:10.1021/acs.jmedchem.6b00070

Reference yield:

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) → 1-(4-(2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]-pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)-ethanone (1166819-37-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C

2.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 1 h / 80 °C / Inert atmosphere

3.1: hydrogen / 5%-palladium/activated carbon / methanol / 2 h / 25 °C / 3750.38 Torr

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 80 °C

5.1: di-isopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 22 - 30 °C

With di-isopropyl azodicarboxylate; hydrogen; sodium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 5%-palladium/activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

N-acetylpiperidine

2-(4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)-phenoxy)ethylmethanesulfonate

4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol

1-[4-(2-hydroxyethyl)-1-piperazinyl]-1-ethanone

Downstream raw materials:

1-(4-(2-(4-(1-(3-(trifluoromethyl)-7,8-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenoxy)ethyl)piperazin-1-yl)ethanone