1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone

Base Information

Chemical Name:1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone
CAS No.:1572927-66-2
Molecular Formula:C₂₀H₂₂N₄O₃S
Molecular Weight:398.486
Hs Code.:

Synonyms:1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone

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Chemical Property of 1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone

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Technology Process of 1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone

There total 21 articles about 1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)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: 50.0%

: 1572928-38-1
tert-butyl (5-(((3S)-4-(4-acetylphenyl)-3-(1-propyn-1-yl)-1-piperazinyl)sulfonyl)-2-pyridinyl)carbamate

: 1572927-66-2
1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/jm5000497

Reference yield:

: 1450620-25-3
(3S)-1-benzyl-3-(1-propyn-1-yl)piperazine

: 1572927-66-2
1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; ruphos / 1,4-dioxane / 80 - 100 °C / Inert atmosphere

2.1: potassium carbonate / dichloromethane / 20 °C

3.1: methanol / 2 h / Reflux

4.1: pyridine / dichloromethane / 0.08 h / 20 °C

4.2: 20 °C

5.1: trifluoroacetic acid / dichloromethane / 20 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; trifluoroacetic acid; sodium t-butanolate; ruphos; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm5000497

Reference yield:

: 1450621-78-9
(3S)-1-benzyl-3-(2-propyn-1-yl)-2,5-piperazinedione

: 1572927-66-2
1-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)ethanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 80 °C

2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 20 °C

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; ruphos / 1,4-dioxane / 80 - 100 °C / Inert atmosphere

4.1: potassium carbonate / dichloromethane / 20 °C

5.1: methanol / 2 h / Reflux

6.1: pyridine / dichloromethane / 0.08 h / 20 °C

6.2: 20 °C

7.1: trifluoroacetic acid / dichloromethane / 20 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; potassium tert-butylate; potassium carbonate; trifluoroacetic acid; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm5000497