N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide

Base Information

Chemical Name:N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide
CAS No.:1437302-52-7
Molecular Formula:C₂₄H₂₃N₃O₃
Molecular Weight:401.465
Hs Code.:

Synonyms:N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide

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Chemical Property of N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide

Chemical Property:

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Technology Process of N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide

There total 8 articles about N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide 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: 55.0%

: 1437302-38-9
3-[(3-formyl-6-isopropoxy-2-quinolinyl)ethynyl]-N-(2-hydroxyethyl)benzamide

: 1437302-52-7
N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide

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

Reference yield:

: 1437302-56-1
3-ethynyl-N-(2-hydroxyethyl)benzamide

: 1437302-52-7
N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: 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; In ethanol; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;
DOI:10.1021/ja403074j

Reference yield:

: 618-89-3
methyl 3-bromobenzoate

: 1437302-52-7
N-(2-hydroxyethyl)-3-(8-isopropoxybenzo[b][1,6]naphthyridin-3-yl)benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; triethylamine / acetonitrile / 4 h / Reflux; Inert atmosphere

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

3: 8 h / 20 °C

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

5: 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; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetonitrile; 1: |Sonogashira Cross-Coupling / 4: |Sonogashira Cross-Coupling;
DOI:10.1021/ja403074j