4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone

Base Information

Chemical Name:4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone
CAS No.:1297141-40-2
Molecular Formula:C₂₅H₂₁ClF₄N₄O₂
Molecular Weight:520.914
Hs Code.:

Synonyms:4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone

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Chemical Property of 4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone

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Technology Process of 4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone

There total 20 articles about 4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone 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: 20.0%

: 1297141-41-3
4-(4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-2-oxo-1-piperazinyl)-3-fluorophenyl trifluoromethanesulfonate

: 411235-57-9
cyclopropylboronic acid

: 1297141-30-0
4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[2-fluoro-4-hydroxyphenyl]-2-piperazinone

: 1297141-40-2
4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone

Guidance literature:: 4-(4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-2-oxo-1-piperazinyl)-3-fluorophenyl trifluoromethanesulfonate; cyclopropylboronic acid; With potassium phosphate; palladium diacetate; catacxium A; In Hh₂O (water); toluene; at 80 ℃; for 5.33333h;

dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; toluene; at 100 ℃;

With water; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; toluene; at 100 - 150 ℃; for 0.25h; microwave;

Reference yield:

: 170886-13-2
4-hydroxy-2-trifluoromethylpyridine

: 1297141-40-2
4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone

Guidance literature:: Multi-step reaction with 13 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 5 °C

1.2: 3 h / 5 - 20 °C

2.1: dichloromethane / 20 °C

2.2: Cooling

3.1: potassium carbonate / N,N-dimethyl-formamide / 5 - 20 °C

4.1: sulfuric acid / 2 h / 90 °C

4.2: 90 °C

5.1: sulfuric acid / Reflux

5.2: 90 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 20 °C

7.1: potassium phosphate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 4.5 h / 90 °C / Inert atmosphere

8.1: 3-(1-{[3,4-dichloro-5-(methyloxy)-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-yl]carbonyl}-4-piperidinyl)-1,3-oxazolidin-2-one / N,N-dimethyl-formamide / 1 h / 60 °C

9.1: sodium hydroxide / methanol / 4 h / 50 °C

10.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate; N,N-dimethyl-formamide / 1.25 h / 0 °C

11.1: boron tribromide / dichloromethane / 4 h / -78 °C / Cooling with ice bath

12.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

13.1: potassium phosphate / palladium diacetate; catacxium A / toluene; Hh₂O (water) / 5.33 h / 80 °C

13.2: 100 °C

13.3: 0.25 h / 100 - 150 °C / microwave

With potassium phosphate; sulfuric acid; 3-(1-{[3,4-dichloro-5-(methyloxy)-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-yl]carbonyl}-4-piperidinyl)-1,3-oxazolidin-2-one; boron tribromide; sodium hydride; potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; palladium diacetate; catacxium A; In 1,4-dioxane; methanol; dichloromethane; Hh₂O (water); ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 458-50-4
1-bromo-2-fluoro-4-methoxybenzene

: 1297141-40-2
4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-cyclopropyl-2-fluorophenyl)-2-piperazinone

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / copper(l) iodide; trans-N,N'-dimethyl-1,2-cyclohexyldiamine / 1,4-dioxane / 84 h / 120 °C

2.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 1.5 h

3.1: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate; N,N-dimethyl-formamide / 1.25 h / 0 °C

4.1: boron tribromide / dichloromethane / 4 h / -78 °C / Cooling with ice bath

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C

6.1: potassium phosphate / palladium diacetate; catacxium A / toluene; Hh₂O (water) / 5.33 h / 80 °C

6.2: 100 °C

6.3: 0.25 h / 100 - 150 °C / microwave

With hydrogenchloride; potassium phosphate; boron tribromide; potassium carbonate; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; palladium diacetate; catacxium A; In 1,4-dioxane; dichloromethane; Hh₂O (water); ethyl acetate; N,N-dimethyl-formamide; toluene;