N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide

Base Information

Chemical Name:N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide
CAS No.:1416051-73-4
Molecular Formula:C₂₂H₂₄N₂O₃S
Molecular Weight:396.51
Hs Code.:

Synonyms:N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide

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Chemical Property of N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide

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Technology Process of N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide

There total 5 articles about N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-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: 81.0%

: 1416051-71-2
tert-butyl 4-((2-((3-methoxybenzyl)carbamoyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

: 1416051-73-4
N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm301474t

Reference yield:

: 4892-02-8
Methyl thiosalicylate

: 1416051-73-4
N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.28 h / 0 - 20 °C

2.1: triphenylphosphine / tetrahydrofuran / 0.33 h / Inert atmosphere

2.2: Mitsunobu Displacement / 1.58 h / 0 - 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate / methanol / 3 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 0.5 h / 20 °C

4.2: 20 h

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

With lithium hydroxide monohydrate; potassium tert-butylate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; 1.1: |Dieckmann Condensation / 2.1: |Mitsunobu Displacement;
DOI:10.1021/jm301474t

Reference yield:

: 1416051-61-0
tert-butyl 4-((2-(ethoxycarbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

: 1416051-73-4
N-(3-methoxybenzyl)-3-(piperidin-4-yloxy)benzo[b]thiophene-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide monohydrate / methanol / 3 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 0.5 h / 20 °C

2.2: 20 h

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

With lithium hydroxide monohydrate; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/jm301474t