2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline

Base Information

Chemical Name:2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline
CAS No.:1374107-95-5
Molecular Formula:C₃₃H₃₉N₃O₆S
Molecular Weight:605.755
Hs Code.:

Synonyms:2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline

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Chemical Property of 2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline

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Technology Process of 2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline

There total 8 articles about 2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline 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: 96.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 1374110-08-3
C₂₈H₃₁N₃O₅S

: 1374107-95-5
2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 0.333333h;

Reference yield:

: 6627-53-8
1-chloro-3-methoxy-4-nitrobenzene

: 1374107-95-5
2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline

Guidance literature:: Multi-step reaction with 8 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; tricyclohexylphosphine / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; 1,2-dimethoxyethane / 16 h / 80 °C / Inert atmosphere

3: lithium chloride; N,N,N,N,N,N-hexamethylphosphoric triamide / 16 h / 110 °C / Inert atmosphere

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

5: ammonium formate; palladium 10% on activated carbon / methanol; tetrahydrofuran / 27 h / 20 °C / Inert atmosphere

6: acetic acid; 2-picoline borane complex / tetrahydrofuran

7: trifluoroacetic acid / chloroform / 48 h / 20 °C / Cooling with ice

8: toluene-4-sulfonic acid / dichloromethane / 0.33 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-picoline borane complex; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; ammonium formate; potassium acetate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triphenylphosphine; trifluoroacetic acid; lithium chloride; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; water;

Reference yield:

: 755026-96-1
2-(3-methoxy-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 1374107-95-5
2-[4-(methylamino)-3-[[2-(tetrahydro-2H-pyran-2-yloxy)-3-tosyloxy]propoxy]phenyl]-6-dimethylaminoquinoline

Guidance literature:: Multi-step reaction with 7 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; 1,2-dimethoxyethane / 16 h / 80 °C / Inert atmosphere

2: lithium chloride; N,N,N,N,N,N-hexamethylphosphoric triamide / 16 h / 110 °C / Inert atmosphere

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

4: ammonium formate; palladium 10% on activated carbon / methanol; tetrahydrofuran / 27 h / 20 °C / Inert atmosphere

5: acetic acid; 2-picoline borane complex / tetrahydrofuran

6: trifluoroacetic acid / chloroform / 48 h / 20 °C / Cooling with ice

7: toluene-4-sulfonic acid / dichloromethane / 0.33 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-picoline borane complex; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; ammonium formate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triphenylphosphine; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; water;