(S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide

Base Information

Chemical Name:(S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide
CAS No.:1073616-31-5
Molecular Formula:C₂₀H₂₀ClF₄N₃O₃
Molecular Weight:461.844
Hs Code.:

Synonyms:(S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide

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Chemical Property of (S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide

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Technology Process of (S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide

There total 7 articles about (S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide 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: 60.0%

: 1073617-90-9
(S)-1-(5-chloro-6-(4-fluoropiperidin-4-yl)pyridin-3-yl)ethane-1,2-diol

: 1548-13-6
p-trifluoromethyl-phenylisocyanate

: 1073616-31-5
(S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.166667h;

Reference yield:

: 16063-70-0
2,3,5-trichloropyridine

: 1073616-31-5
(S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: trimethylsilyl bromide / propiononitrile / 14 h / 100 °C

2.1: tert.-butyl lithium / diethyl ether; pentane / 2 h / -78 °C

2.2: 2 h / -78 °C

3.1: diethylaminosulfur trifluoride / dichloromethane / 16 h / -78 - 25 °C

4.1: cesium fluoride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 14 h / 100 °C

5.1: potassium osmate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 96 h / 0 °C

6.1: hydrogenchloride / 1,4-dioxane; dichloromethane / 16 h / 25 °C

7.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h

With hydrogenchloride; potassium osmate; trimethylsilyl bromide; diethylaminosulfur trifluoride; tert.-butyl lithium; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; N-ethyl-N,N-diisopropylamine; cesium fluoride; potassium hexacyanoferrate(III); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; propiononitrile; tert-butyl alcohol; pentane;

Reference yield:

: 1073617-88-5
tert-butyl 4-(3,5-dichloropyridin-2-yl)-4-fluoropiperidine-1-carboxylate

: 1073616-31-5
(S)-4-(3-chloro-5-(1,2-dihydroxyethyl)pyridin-2-yl)-4-fluoro-N-(4-trifluoromethylphenyl)piperidine-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: cesium fluoride / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 14 h / 100 °C

2: potassium osmate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 96 h / 0 °C

3: hydrogenchloride / 1,4-dioxane; dichloromethane / 16 h / 25 °C

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h

With hydrogenchloride; potassium osmate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; N-ethyl-N,N-diisopropylamine; cesium fluoride; potassium hexacyanoferrate(III); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;