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

Base Information

Chemical Name:trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}-2-methoxyquinoline
CAS No.:820976-77-0
Molecular Formula:C₂₄H₂₆N₄O₅S
Molecular Weight:482.56
Hs Code.:

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

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

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

There total 11 articles about trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}-2-methoxyquinoline 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: 80.0%

: 796854-51-8
2-[5-(4-methanesulfonyl-piperazin-1-yl-methyl)-2-nitrophenyl]-1-(2-methoxyquinolin-3-yl)-ethanol

: 820976-77-0
trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}-2-methoxyquinoline

Guidance literature:: 2-[5-(4-methanesulfonyl-piperazin-1-yl-methyl)-2-nitrophenyl]-1-(2-methoxyquinolin-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: 63.0%

: 850171-04-9
2-bromo-4-(4-methanesulfonylpiperazin-1-ylmethyl)aniline

: 850171-39-0
2-methoxy-3-vinylquinoline

: 820976-77-0
trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}-2-methoxyquinoline

Guidance literature:: With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; at 100 ℃; for 4h;
DOI:10.1021/jo0480545

Reference yield:

: 100-11-8
1-bromomethyl-4-nitro-benzene

: 820976-77-0
trans-3-{2-[5-(4-methanesulfonylpiperazin-1-ylmethyl)-2-nitrophenyl]vinyl}-2-methoxyquinoline

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: 80 percent / 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