1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

Base Information

Chemical Name:1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone
CAS No.:1428479-63-3
Molecular Formula:C₂₂H₁₉N₇O₃
Molecular Weight:429.438
Hs Code.:

Synonyms:1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

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Chemical Property of 1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

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Technology Process of 1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

There total 6 articles about 1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone 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:

: 51376-06-8
5-bromo-benzo[1,2,5]oxadiazole

: 1428478-50-5
1-(4-ethynyl-4-hydroxypiperidin-1-yl)-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

: 1428479-63-3
1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

Guidance literature:: With copper(l) iodide; bis(triphenylphosphine)palladium(II) dichloride; triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Inert atmosphere;

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 1428479-63-3
1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

1.2: 1 h / -78 °C

2.1: hydrogenchloride / 1,4-dioxane / 48 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 12 h / 5 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 5 °C

5.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 185132-51-8
4-hydroxy-4-trimethylsilanylethynylpiperidine-1-carboxylic acid tert-butyl ester

: 1428479-63-3
1-{4-(2,1,3-benzoxadiazol-5-ylethynyl)-4-hydroxypiperidin-1-yl}-2-[4-(1H-tetrazol-1-yl)phenyl]ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / 1,4-dioxane / 48 h / 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 12 h / 5 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 5 °C

4: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere; Sealed tube

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;