trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline

Base Information

• Chemical Name: trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline
• CAS No.: 850171-46-9
• Molecular Formula: C₂₃H₂₄N₄O₄S
• Molecular Weight: 452.534

Synonyms:trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline

Chemical Property of trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline

Chemical Property:

Purity/Quality:

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Technology Process of trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline

There total 6 articles about trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline 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:

2-[5-(4-methanesulfonyl-piperazin-1-ylmethyl)-2-nitro-phenyl]-1-quinolin-3-yl-ethanol (863969-66-8) → trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline (850171-46-9)

Guidance literature:

2-[5-(4-methanesulfonyl-piperazin-1-ylmethyl)-2-nitro-phenyl]-1-quinolin-3-yl-ethanol; With trifluoroacetic acid; In Isopropyl acetate; at 20 ℃; for 0.5h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In Isopropyl acetate; at 60 ℃; for 0.5h;

DOI:10.1021/jo0480545

Reference yield:

1-bromomethyl-4-nitro-benzene (100-11-8) → trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline (850171-46-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: isopropyl acetate; aq. ethanol / 0.5 h / 20 °C

2.1: 900 mg / Et₃N / isopropyl acetate / 0.5 h

3.1: tetrahydrofuran / 0.5 h

3.2: 85 percent / I₂ / tetrahydrofuran / 3 h / 20 °C

4.1: tetrabutylammonium fluoride / isopropyl acetate / 0.5 h

5.1: CF₃CO₂H / isopropyl acetate / 0.5 h / 20 °C

5.2: 1.10 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl acetate / 0.5 h / 60 °C

With tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; Isopropyl acetate;

DOI:10.1021/jo0480545

Reference yield:

4-methanesulfonylpiperazine (55276-43-2) → trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}quinoline (850171-46-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 99 percent / Na₂CO₃ / dimethylformamide / 2 h / 20 °C

2.1: tetrahydrofuran / 0.5 h

2.2: 85 percent / I₂ / tetrahydrofuran / 3 h / 20 °C

3.1: tetrabutylammonium fluoride / isopropyl acetate / 0.5 h

4.1: CF₃CO₂H / isopropyl acetate / 0.5 h / 20 °C

4.2: 1.10 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / isopropyl acetate / 0.5 h / 60 °C

With tetrabutyl ammonium fluoride; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; Isopropyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo0480545

upstream raw materials:

2-[5-(4-methanesulfonyl-piperazin-1-ylmethyl)-2-nitro-phenyl]-1-quinolin-3-yl-ethanol

4-methanesulfonylpiperazine

1-(4-nitrobenzyl)piperazine

1-bromomethyl-4-nitro-benzene

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