benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one

Base Information

• Chemical Name: benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one
• CAS No.: 23428-89-9
• Molecular Formula: C₁₉H₁₂N₂O
• Molecular Weight: 284.317
• Mol file: 23428-89-9.mol

Synonyms:

Chemical Property of benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one

There total 8 articles about benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one 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-chloro-3-quinoline carboxaldehyde (73568-25-9) → C25H24N2O4 + C19H12N2O + benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one (23428-89-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / tetrahydrofuran / 4 h / 25 °C / Inert atmosphere

3.1: triphenylphosphine / tetrahydrofuran / 16 h / 0 - 25 °C / Inert atmosphere

3.2: 3 h / 25 °C / Inert atmosphere

3.3: 2 h / 25 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 2 h / 25 °C / Inert atmosphere

5.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / toluene / 12 h / 25 °C / Inert atmosphere

6.1: potassium carbonate; methanol / 0.17 h / 0 °C / Inert atmosphere

7.1: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide / acetonitrile / 5 h / 80 °C / Inert atmosphere

8.1: indium(III) bromide / 1,2-dichloro-ethane / 6 h / Inert atmosphere

With methanol; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium(III) bromide; diphenyl phosphoryl azide; tetra-(n-butyl)ammonium iodide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene; acetonitrile; 5.1: |Sonogashira Cross-Coupling / 7.1: |Sonogashira Cross-Coupling;

DOI:10.1002/anie.201607832

Reference yield:

C10H7ClN4 (1173701-66-0) → C25H24N2O4 + C19H12N2O + benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one (23428-89-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triphenylphosphine / tetrahydrofuran / 16 h / 0 - 25 °C / Inert atmosphere

1.2: 3 h / 25 °C / Inert atmosphere

1.3: 2 h / 25 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 2 h / 25 °C / Inert atmosphere

3.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / toluene / 12 h / 25 °C / Inert atmosphere

4.1: potassium carbonate; methanol / 0.17 h / 0 °C / Inert atmosphere

5.1: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide / acetonitrile / 5 h / 80 °C / Inert atmosphere

6.1: indium(III) bromide / 1,2-dichloro-ethane / 6 h / Inert atmosphere

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium(III) bromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane; toluene; acetonitrile; 3.1: |Sonogashira Cross-Coupling / 5.1: |Sonogashira Cross-Coupling;

DOI:10.1002/anie.201607832

Reference yield:

C15H17ClN2O2 → C25H24N2O4 + C19H12N2O + benz<6,7>indolizino<1,2-b>chinolin-11(13H)-one (23428-89-9)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / toluene / 12 h / 25 °C / Inert atmosphere

2: potassium carbonate; methanol / 0.17 h / 0 °C / Inert atmosphere

3: triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide / acetonitrile / 5 h / 80 °C / Inert atmosphere

4: indium(III) bromide / 1,2-dichloro-ethane / 6 h / Inert atmosphere

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; indium(III) bromide; tetra-(n-butyl)ammonium iodide; potassium carbonate; triethylamine; In 1,2-dichloro-ethane; toluene; acetonitrile; 1: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;

DOI:10.1002/anie.201607832

upstream raw materials:

2-chloro-3-quinoline carboxaldehyde

C₁₀H₇ClN₄

2-chloro-3-(hydroxymethyl)quinoline

(2-chloroquinolin-3-yl)methanamine