N¹-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N⁵-(2-phenylethyl)pentanediamide

Base Information

• Chemical Name: N¹-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N⁵-(2-phenylethyl)pentanediamide
• CAS No.: 1621318-01-1
• Molecular Formula: C₃₆H₄₀N₆O₅S
• Molecular Weight: 668.817
• Mol file: 1621318-01-1.mol

Synonyms:N¹-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N⁵-(2-phenylethyl)pentanediamide

Chemical Property of N¹-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N⁵-(2-phenylethyl)pentanediamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N¹-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N⁵-(2-phenylethyl)pentanediamide

There total 8 articles about N¹-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N⁵-(2-phenylethyl)pentanediamide 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: 20.0%

8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione (1621317-76-7) + chloroformic acid ethyl ester (541-41-3) + 5-oxo-5-[(2-phenylethyl)amino]pentanoic acid → N1-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N5-(2-phenylethyl)pentanediamide (1621318-01-1)

Guidance literature:

5-oxo-5-[(2-phenylethyl)amino]pentanoic acid; With triethylamine; In tetrahydrofuran; for 0.0833333h; Cooling with ice;

chloroformic acid ethyl ester; In tetrahydrofuran; for 2h;

8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione; In tetrahydrofuran; at 20 ℃; for 28h;

DOI:10.1016/j.ejmech.2014.06.057

Reference yield:

C12H8ClN3O4S (1621317-72-3) → N1-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N5-(2-phenylethyl)pentanediamide (1621318-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 0.5 h / 160 °C

2.1: hydrazine hydrate / N,N-dimethyl-formamide / 24 h / 20 °C

3.1: triethylamine / tetrahydrofuran / 0.08 h / Cooling with ice

3.2: 2 h

3.3: 28 h / 20 °C

With hydrazine hydrate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2014.06.057

Reference yield:

ethyl (3-amino-5-nitrobenzothiophen)-2-carboxylate (27697-60-5) → N1-[3-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]-2,4-dioxo-1,2,3,4-tetrahydro[1]benzothieno[3,2-d]pyrimidin-8-yl]-N5-(2-phenylethyl)pentanediamide (1621318-01-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: toluene / 26 h / 20 °C / Reflux

2.1: 0.67 h / 50 °C

3.1: thionyl chloride / toluene / 22 h / 20 °C / Reflux

4.1: 0.5 h / 160 °C

5.1: hydrazine hydrate / N,N-dimethyl-formamide / 24 h / 20 °C

6.1: triethylamine / tetrahydrofuran / 0.08 h / Cooling with ice

6.2: 2 h

6.3: 28 h / 20 °C

With thionyl chloride; hydrazine hydrate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.ejmech.2014.06.057

upstream raw materials:

C₁₂H₈ClN₃O₄S

ethyl (3-amino-5-nitrobenzothiophen)-2-carboxylate

8-amino-3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl][1]benzothieno[3,2-d]pyrimidine-2,4(1H,3H)-dione

chloroformic acid ethyl ester