6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine

Base Information

Chemical Name:6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine
CAS No.:1240299-58-4
Molecular Formula:C₂₄H₃₂F₃N₇O₃S
Molecular Weight:555.624
Hs Code.:

Synonyms:6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine

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Chemical Property of 6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine

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Technology Process of 6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine

There total 9 articles about 6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine 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: 52.7%

: 1240300-05-3
6-[4-[4-[2-(piperazin-1-yl)ethoxy]phenyl]piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro-[1,2,4]triazolo[4,3-b]pyridazine

: 124-63-0
methanesulfonyl chloride

: 1240299-58-4
6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;

Reference yield:

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 1240299-58-4
6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine

Guidance literature:: Multi-step reaction with 8 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: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 18 - 25 °C / Inert atmosphere

4.1: hydrogen / 5%-palladium/activated carbon / methanol / 4 h / 60 °C / 3750.38 Torr

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 80 °C

6.1: ammonium formate / palladium 10% on activated carbon / ethanol / 78 °C

7.1: trifluoroacetic acid / dichloromethane / 1 h / 18 - 25 °C

7.2: 18 - 25 °C

8.1: triethylamine / dichloromethane / 0 - 25 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; hydrogen; ammonium formate; sodium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; lithium hexamethyldisilazane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 5%-palladium/activated carbon; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1240300-02-0
tert-butyl 4-[2-[4-(piperidin-4-yl)phenoxy]ethyl]piperazine-1-carboxylate

: 1240299-58-4
6-[4-(4-{2-[4-(methylsulfonyl)piperazin-1-yl]ethoxy}phenyl)piperidin-1-yl]-3-(trifluoromethyl)-7,8-dihydro[1,2,4]triazolo[4,3-b]pyridazine

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 80 °C

2.1: ammonium formate / palladium 10% on activated carbon / ethanol / 78 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h / 18 - 25 °C

3.2: 18 - 25 °C

4.1: triethylamine / dichloromethane / 0 - 25 °C / Inert atmosphere

With ammonium formate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium 10% on activated carbon; In ethanol; dichloromethane; N,N-dimethyl-formamide;