4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

Base Information

Chemical Name:4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone
CAS No.:1297139-14-0
Molecular Formula:C₃₅H₄₂ClF₃N₄O₃Si
Molecular Weight:687.277
Hs Code.:

4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

Synonyms:4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-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-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-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-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

There total 28 articles about 4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-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: 94.0%

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

: 1297139-12-8
1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

: 1297139-14-0
4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

Guidance literature:: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In ethyl acetate; N,N-dimethyl-formamide; Product distribution / selectivity; Cooling with ice bath;

Reference yield:

: 1297136-80-1
dimethyl 5-(methyloxy)-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2,3-dicarboxylate

: 1297139-14-0
4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

Guidance literature:: Multi-step reaction with 8 steps

1.1: water; sulfuric acid / 40 h / 90 °C

2.1: ethanethiol; aluminum tri-bromide / 48 h / 20 °C

3.1: sulfuric acid / Reflux

3.2: 90 °C

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

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

6.1: 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

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

8.1: 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 / Cooling with ice bath

With potassium phosphate; aluminum tri-bromide; 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; water; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; ethanethiol; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

: 1297136-86-7
5-hydroxy-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-carboxylic acid

: 1297139-14-0
4-{[3-chloro-5-cyclopropyl-7-(trifluoromethyl)pyrazolo[1,5-a]pyridin-2-yl]carbonyl}-1-[(1R,2R,3E)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-4-phenyl-1-(2-propen-1-yl)-3-buten-1-yl]-2-piperazinone

Guidance literature:: Multi-step reaction with 6 steps

1.1: sulfuric acid / Reflux

1.2: 90 °C

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

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

4.1: 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

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

6.1: 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 / Cooling with ice bath

With potassium phosphate; 3-(1-{[3,4-dichloro-5-(methyloxy)-7-(trifluoromethyl)pyrazolo[1,5-a]pyridine-2-yl]carbonyl}-4-piperidinyl)-1,3-oxazolidin-2-one; 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; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;