N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide

Base Information

Chemical Name:N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide
CAS No.:1108743-56-1
Molecular Formula:C₂₆H₂₄F₂N₆O₃
Molecular Weight:506.512
Hs Code.:

Synonyms:N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide

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Chemical Property of N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide

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Technology Process of N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide

There total 7 articles about N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide 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: 92.0%

: 1108745-22-7
N-[5-(3,5-difluoro-benzoyl)-1H-indazol-3-yl]-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamide

: 1108743-56-1
N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide

Guidance literature:: N-[5-(3,5-difluoro-benzoyl)-1H-indazol-3-yl]-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamide; With sodium tetrahydroborate; trifluoroacetic acid; In dichloromethane; for 72h;

With methanol; sodium hydroxide; water; for 1h;

Reference yield:

: 1108746-59-3
4-(4-methyl-piperazin-1-yl)-2-nitro-benzoic acid chloride

: 1108745-30-7
5-(3,5-difluoro-benzyl)-1H-indazol-3-ylamine

: 1108743-56-1
N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -20 ℃; for 4h;
DOI:10.1021/acs.jmedchem.6b00064

Reference yield:

: 214210-21-6
3-cyano-4-fluorophenylboronic acid

: 1108743-56-1
N-[5-(3,5-difluorobenzyl)-1H-indazol-3-yl]-4-(4-methylpiperazin-1-yl)-2-nitrobenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 1.5 - 8 h / 100 °C / Inert atmosphere

2: hydrazine hydrate / butan-1-ol / Reflux

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 4 h / -20 °C

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; toluene; butan-1-ol; 1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.6b00064