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

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Chemical Name:4-{[3-bromo-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-hydroxycyclohexyl)-2-piperazinone
CAS No.:1297142-94-9
Molecular Formula:C₂₂H₂₄BrF₃N₄O₃
Molecular Weight:529.357
Hs Code.:

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

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

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

There total 17 articles about 4-{[3-bromo-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-hydroxycyclohexyl)-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: 64.0%

: 4-{[5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

: 1297142-94-9
4-{[3-bromo-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-hydroxycyclohexyl)-2-piperazinone

: 4-{[3-bromo-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(trans-4-hydroxycyclohexyl)-2-piperazinone

Guidance literature:: With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

Reference yield:

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

: 1297142-94-9
4-{[3-bromo-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-hydroxycyclohexyl)-2-piperazinone

Guidance literature:: Multi-step reaction with 10 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: sodium hydroxide / methanol / 1.5 h / 50 °C

9.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

10.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

With potassium phosphate; N-Bromosuccinimide; sulfuric acid; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1297137-35-9
3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-carboxylic acid

: 1297142-94-9
4-{[3-bromo-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-(4-hydroxycyclohexyl)-2-piperazinone

Guidance literature:: Multi-step reaction with 11 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

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

2.2: 3 h / 5 - 20 °C

3.1: dichloromethane / 20 °C

3.2: Cooling

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

5.1: sulfuric acid / 2 h / 90 °C

5.2: 90 °C

6.1: sulfuric acid / Reflux

6.2: 90 °C

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

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

9.1: sodium hydroxide / methanol / 1.5 h / 50 °C

10.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 2 h / 20 °C

11.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.5 h / 20 °C

With potassium phosphate; N-Bromosuccinimide; sulfuric acid; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;