5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole

Base Information

Chemical Name:5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole
CAS No.:1581303-52-7
Molecular Formula:C₂₂H₂₁N₃O₂S
Molecular Weight:391.494
Hs Code.:

Synonyms:5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole

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Chemical Property of 5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole

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Technology Process of 5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole

There total 5 articles about 5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole 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: 72.0%

: 1581303-55-0
tert-butyl 4-((2-(5-benzyl-1,2,4-oxadiazol-3-yl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

: 1581303-52-7
5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm500066b

Reference yield:

: 1581303-58-3
tert-butyl 4-((2-cyanobenzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

: 1581303-52-7
5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydroxylamine / ethanol; water / 4 h / Reflux

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 3 h / 140 °C

3.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With hydroxylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500066b

Reference yield:

: 57477-69-7
3-hydroxy[1]benzothiophene-2-carbonitrile

: 1581303-52-7
5-benzyl-3-(3-(piperidin-4-yloxy)benzo[b]thiophen-2-yl)-1,2,4-oxadiazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: hydroxylamine / ethanol; water / 4 h / Reflux

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 3 h / 140 °C

4.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

With di-isopropyl azodicarboxylate; hydroxylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm500066b