2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

Base Information

Chemical Name:2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one
CAS No.:1610518-48-3
Molecular Formula:C₂₈H₃₁N₃O₅S₂
Molecular Weight:553.703
Hs Code.:

Synonyms:2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

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Chemical Property of 2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

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Technology Process of 2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

There total 10 articles about 2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-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: 35.6%

: 1610520-79-0
tert-butyl 4-((7-(3,4-dimethoxyphenyl)-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methyl)piperidine-1-carboxylate

: 98-88-4
benzoyl chloride

: 1939-99-7
benzenesulfonyl chloride

: 1610518-45-0
2-((4-benzoylpiperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

: 1610518-48-3
2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

Guidance literature:: tert-butyl 4-((7-(3,4-dimethoxyphenyl)-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methyl)piperidine-1-carboxylate; benzenesulfonyl chloride; With pyridine; dmap; In dichloromethane; at 20 - 40 ℃; for 19h;

benzoyl chloride; With dmap; In dichloromethane; at 60 ℃; for 4h;

Reference yield:

: 28948-60-9
2-bromothieno[3,2-c]pyridin-4(5H)-one

: 1610518-48-3
2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 2.5 h / -78 - -60 °C / Inert atmosphere

1.2: 1 h / -60 - 20 °C / Inert atmosphere

2.1: N-Bromosuccinimide / tetrahydrofuran / 24 h / 20 °C

3.1: caesium carbonate / tetrahydrofuran / 0.33 h / 20 °C

3.2: 20 °C

4.1: sodium tetrahydroborate / ethanol / 1 h / 20 °C / Inert atmosphere

5.1: phosphorus tribromide / 1,4-dioxane / 2 h / 40 °C / Inert atmosphere

6.1: toluene / 120 °C / Inert atmosphere

7.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.75 h / Inert atmosphere

7.2: 20 °C / Inert atmosphere

8.1: potassium carbonate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / water; isopropyl alcohol / 0.5 h / 130 °C / Microwave irradiation

9.1: palladium 10% on activated carbon; ammonium formate / water; ethanol / 2 h / 90 °C / Inert atmosphere

10.1: dmap; pyridine / dichloromethane / 19 h / 20 - 40 °C

10.2: 4 h / 60 °C

With pyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; palladium 10% on activated carbon; ammonium formate; phosphorus tribromide; potassium carbonate; caesium carbonate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; isopropyl alcohol; toluene;

Reference yield:

: 1610520-73-4
diethyl ((7-bromo-5-methyl-4-oxo-4,5-dihydrothieno[3,2-c]pyridin-2-yl)methyl)phosphonate

: 1610518-48-3
2-((4-(benzylsulphonyl)piperazin-1-yl)methyl)-7-(3,4-dimethoxyphenyl)-5-methylthieno[3,2-c]pyridin-4(5H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.75 h / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: potassium carbonate; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride / water; isopropyl alcohol / 0.5 h / 130 °C / Microwave irradiation

3.1: palladium 10% on activated carbon; ammonium formate / water; ethanol / 2 h / 90 °C / Inert atmosphere

4.1: dmap; pyridine / dichloromethane / 19 h / 20 - 40 °C

4.2: 4 h / 60 °C

With pyridine; dmap; [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; palladium 10% on activated carbon; ammonium formate; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; isopropyl alcohol;