methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate

Base Information

Chemical Name:methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate
CAS No.:958651-11-1
Molecular Formula:C₃₆H₅₀N₄O₃
Molecular Weight:586.818
Hs Code.:

Synonyms:methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate

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Chemical Property of methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate

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Technology Process of methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate

There total 14 articles about methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate 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:

: 955359-98-5
2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl methanesulfonate

: methyl 3-[6-ethyl-8-(1-piperazinyl)-2-quinolinyl]propanoate

: 958651-11-1
methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate

Guidance literature:: With sodium hydrogencarbonate; In acetonitrile; at 80 ℃; for 65h;
DOI:10.1016/j.bmcl.2016.11.022

Reference yield:

: 958650-94-7
6-bromo-8-fluoro-2-methylquinoline

: 958651-11-1
methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate

Guidance literature:: Multi-step reaction with 8 steps

1: 0.5 h / 150 °C / Microwave irradiation

2: triethylamine; dmap / acetonitrile / 16 h

3: selenium(IV) oxide / 1,4-dioxane / 16 h / 55 - 80 °C

4: tetrahydrofuran / 40 h / 65 °C

5: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dichloromethane; tetrahydrofuran / 95 h / 65 °C

6: trifluoroacetic acid / dichloromethane

7: hydrogen; palladium 10% on activated carbon; acetic acid / ethyl acetate / 2 h

8: sodium hydrogencarbonate / acetonitrile / 65 h / 80 °C

With dmap; selenium(IV) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1016/j.bmcl.2016.11.022

Reference yield:

: 367-24-8
4-bromo-2-fluoroaniline

: 958651-11-1
methyl 3-[6-ethyl-8-{4-[2-(4-{[3-(hexahydro-1H-azepin-1-yl)propyl]oxy}phenyl)ethyl]-1-piperazinyl}-2-quinolinyl]propanoate

Guidance literature:: Multi-step reaction with 9 steps

1: hydrogenchloride / toluene; water / 3 h / 100 °C

2: 0.5 h / 150 °C / Microwave irradiation

3: triethylamine; dmap / acetonitrile / 16 h

4: selenium(IV) oxide / 1,4-dioxane / 16 h / 55 - 80 °C

5: tetrahydrofuran / 40 h / 65 °C

6: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dichloromethane; tetrahydrofuran / 95 h / 65 °C

7: trifluoroacetic acid / dichloromethane

8: hydrogen; palladium 10% on activated carbon; acetic acid / ethyl acetate / 2 h

9: sodium hydrogencarbonate / acetonitrile / 65 h / 80 °C

With hydrogenchloride; dmap; selenium(IV) oxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2016.11.022