8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine

Base Information

Chemical Name:8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine
CAS No.:1437302-47-0
Molecular Formula:C₂₅H₂₄N₄O₂
Molecular Weight:412.491
Hs Code.:

Synonyms:8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine

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Chemical Property of 8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine

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Technology Process of 8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine

There total 8 articles about 8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine 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: 51.0%

: 1437302-33-4
6-methoxy-2-({3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}ethynyl)-3-quinolinecarbaldehyde

: 1437302-47-0
8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine

Guidance literature:: With ammonium hydroxide; potassium carbonate; In ethanol; at 20 - 85 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/ja403074j

Reference yield:

: 77123-59-2
methyl 3-<(trimethylsilyl)ethynyl>benzoate

: 1437302-47-0
8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2.1: trimethylaluminum / toluene / 0.25 h / Inert atmosphere

2.2: 7 h / 20 - 120 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

4.1: potassium carbonate; ammonium hydroxide / ethanol / 2.5 h / 20 - 85 °C / Inert atmosphere

With ammonium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; trimethylaluminum; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; 3.1: |Sonogashira Cross-Coupling;
DOI:10.1021/ja403074j

Reference yield:

: 51-66-1
4-methoxyacetanilide

: 1437302-47-0
8-methoxy-3-{3-[(4-methyl-1-piperazinyl)carbonyl]phenyl}benzo[b][1,6]naphthyridine

Guidance literature:: Multi-step reaction with 3 steps

1: trichlorophosphate / N,N-dimethyl-formamide / 0 - 80 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

3: potassium carbonate; ammonium hydroxide / ethanol / 2.5 h / 20 - 85 °C / Inert atmosphere

With ammonium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In ethanol; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1021/ja403074j