2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline

Base Information

Chemical Name:2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline
CAS No.:1374107-62-6
Molecular Formula:C₃₁H₃₄N₂O₆S
Molecular Weight:562.687
Hs Code.:

Synonyms:2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline

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Chemical Property of 2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline

Chemical Property:

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Technology Process of 2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline

There total 9 articles about 2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline 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: 89.0%

: 1374109-30-4
C₃₃H₃₃F₃N₂O₇S

: 1374107-62-6
2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; for 0.5h; Cooling with ice;

Reference yield:

: 19315-93-6
quinoline-2,6-diol

: 1374107-62-6
2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline

Guidance literature:: Multi-step reaction with 10 steps

1.1: thionyl chloride; N,N-dimethyl-formamide / 16 h / 20 °C / Cooling with ice

2.1: pyridinium p-toluenesulfonate / tetrahydrofuran / 2.5 h / 20 °C

3.1: potassium carbonate / water; 1,2-dimethoxyethane / 9 h / 80 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / Cooling with ice; Inert atmosphere

4.2: 0.17 h

5.1: trifluoroacetic acid / chloroform / 1 h / 20 °C / Cooling with ice

6.1: triethylamine / dichloromethane / 0.5 h / Cooling with ice

7.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18.5 h / 20 °C / Cooling with ice

8.1: trifluoroacetic acid / chloroform; water / 72 h / 20 °C / Cooling with ice

9.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

10.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.5 h / Cooling with ice

With thionyl chloride; lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; water; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; N,N-dimethyl-formamide; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 577967-89-6
6-hydroxy-2-chloroquinoline

: 1374107-62-6
2-(4-methylaminophenyl)-6-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]quinoline

Guidance literature:: Multi-step reaction with 9 steps

1.1: pyridinium p-toluenesulfonate / tetrahydrofuran / 2.5 h / 20 °C

2.1: potassium carbonate / water; 1,2-dimethoxyethane / 9 h / 80 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / Cooling with ice; Inert atmosphere

3.2: 0.17 h

4.1: trifluoroacetic acid / chloroform / 1 h / 20 °C / Cooling with ice

5.1: triethylamine / dichloromethane / 0.5 h / Cooling with ice

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18.5 h / 20 °C / Cooling with ice

7.1: trifluoroacetic acid / chloroform; water / 72 h / 20 °C / Cooling with ice

8.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 20 °C

9.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.5 h / Cooling with ice

With lithium hydroxide monohydrate; di-isopropyl azodicarboxylate; water; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; mineral oil;