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

Base Information

• Chemical Name: 4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol
• CAS No.: 1166820-04-7
• Molecular Formula: C₁₇H₁₆F₃N₅O
• Molecular Weight: 363.342
• Mol file: 1166820-04-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol 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: 91.0%

6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (40971-95-7) + 4-(4-hydroxyphenyl)-1,2,3,6-tetrahydropiperidine (62614-84-0) → 4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol (1166820-04-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 80 ℃; for 1h;

DOI:10.1016/j.bmcl.2013.02.056

Reference yield: 65.9%

6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine (40971-95-7) + 4-(piperidine-4-yl)phenol hydrobromide (1869912-48-0) → 4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol (1166820-04-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1021/acs.jmedchem.6b00070

Reference yield:

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) → 4-(1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl)phenol (1166820-04-7)

Guidance literature:

Multi-step reaction with 4 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

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

upstream raw materials:

6-chloro-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazine

4-(4-hydroxyphenyl)-1,2,3,6-tetrahydropiperidine

4-(piperidine-4-yl)phenol hydrobromide

benzyl 4-oxo-1-piperidinecarboxylate

Downstream raw materials:

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

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

6-{4-[4-(4,4,4-trifluorobutoxy)phenyl]piperidin-1-yl}-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine

6-[4-[4-[2-(1-methyl-1H-pyrazol-5-yl)ethoxy]phenyl]piperidin-1-yl]-3-(trifluoromethyl)[1,2,4]triazolo[4,3-b]pyridazine