N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide

Base Information

Chemical Name:N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide
CAS No.:1307795-04-5
Molecular Formula:C₂₅H₂₄BrF₂N₃O₃
Molecular Weight:532.385
Hs Code.:

Synonyms:N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide

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Chemical Property of N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide

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Technology Process of N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide

There total 10 articles about N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide 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:

: 1307796-07-1
tert-butyl (1R,3'R)-3'-(5-{2-[2-(acetylamino)ethyl]phenyl}-4-bromo-3-isoxazolyl)-5,6-difluoro-1'H,3H-spiro[2-benzofuran-1,4'-piperidine]-1'-carboxylate

: 1307795-04-5
N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 64695-84-7
2-bromo-4,5-difluorobenzoic acid

: 1307795-04-5
N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / Reflux

2: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 20 °C

3: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 14 h / 80 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5: diisobutylaluminium hydride / toluene / 2 h / -78 °C

6: Dess-Martin periodane; pyridine / dichloromethane / 4 h / 20 °C

7: hydroxylamine hydrochloride; sodium carbonate / ethanol / 3 h / 20 °C

8: chloroamine-T / methanol / 16 h / 80 °C

9: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dimethylsulfide borane complex; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; chloroamine-T; diisobutylaluminium hydride; sodium carbonate; Dess-Martin periodane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 476620-55-0
(2-bromo-4,5-difluorophenyl)methanol

: 1307795-04-5
N-[2-(2-(4-bromo-3-[(1R,3'R)-5,6-difluoro-3H-spiro[2-benzofuran-1,4'-piperidin]-3'-yl]-5-isoxazolyl)phenyl)ethyl]acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 20 °C

2: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / toluene; ethanol; water / 14 h / 80 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

4: diisobutylaluminium hydride / toluene / 2 h / -78 °C

5: Dess-Martin periodane; pyridine / dichloromethane / 4 h / 20 °C

6: hydroxylamine hydrochloride; sodium carbonate / ethanol / 3 h / 20 °C

7: chloroamine-T / methanol / 16 h / 80 °C

8: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; chloroamine-T; diisobutylaluminium hydride; sodium carbonate; Dess-Martin periodane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;