6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one

Base Information

• Chemical Name: 6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one
• CAS No.: 1440957-70-9
• Molecular Formula: C₂₇H₂₆N₄OS
• Molecular Weight: 454.596
• Mol file: 1440957-70-9.mol

Synonyms:6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one

Chemical Property of 6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one

There total 11 articles about 6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-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: 99.0%

5-(1-benzyl-1H-indol-3-yl)-3-[(1-piperidinylacetyl)amino]-2-thiophenecarboxamide (1440958-15-5) → 6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one (1440957-70-9)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; for 0.5h; Reflux;

DOI:10.1016/j.ejmech.2013.03.022

Reference yield:

3-acetylindole (703-80-0) → 6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one (1440957-70-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: potassium hydroxide / ethanol / 20 °C

1.2: 0.08 h / 20 °C

2.1: trichlorophosphate / 0.5 h / 0 °C

2.2: 3 h / 0 - 20 °C

2.3: Cooling with ice

3.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 6 h / 60 °C

4.1: di-2-pyridyl thionocarbonate; dmap / dichloromethane / 20 °C

5.1: sodium sulfide nonahydrate / N,N-dimethyl-formamide / 2 h / 50 °C

6.1: N,N-dimethyl-formamide / 2 h / 50 °C

7.1: sodium ethanolate / ethanol / 2 h / 50 °C

8.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

9.1: potassium carbonate / acetonitrile / 1 h / Reflux

10.1: sodium hydroxide / N,N-dimethyl-formamide / 0.5 h / Reflux

With dmap; sodium sulfide nonahydrate; hydroxylamine hydrochloride; sodium ethanolate; sodium acetate; potassium carbonate; di-2-pyridyl thionocarbonate; triethylamine; potassium hydroxide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.1: |Vilsmeier-Haack Formylation / 2.2: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.ejmech.2013.03.022

Reference yield:

3-acetyl-1-benzyl-1H-indole (93315-38-9) → 6-(1-benzyl-1H-indol-3-yl)-2-(1-piperidinylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one (1440957-70-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: trichlorophosphate / 0.5 h / 0 °C

1.2: 3 h / 0 - 20 °C

1.3: Cooling with ice

2.1: hydroxylamine hydrochloride; sodium acetate / ethanol / 6 h / 60 °C

3.1: di-2-pyridyl thionocarbonate; dmap / dichloromethane / 20 °C

4.1: sodium sulfide nonahydrate / N,N-dimethyl-formamide / 2 h / 50 °C

5.1: N,N-dimethyl-formamide / 2 h / 50 °C

6.1: sodium ethanolate / ethanol / 2 h / 50 °C

7.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C

8.1: potassium carbonate / acetonitrile / 1 h / Reflux

9.1: sodium hydroxide / N,N-dimethyl-formamide / 0.5 h / Reflux

With dmap; sodium sulfide nonahydrate; hydroxylamine hydrochloride; sodium ethanolate; sodium acetate; potassium carbonate; di-2-pyridyl thionocarbonate; triethylamine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: |Vilsmeier-Haack Formylation / 1.2: |Vilsmeier-Haack Formylation;

DOI:10.1016/j.ejmech.2013.03.022

upstream raw materials:

3-acetylindole

3-acetyl-1-benzyl-1H-indole

3-(1-benzyl-1H-indol-3-yl)-3-chloro-2-propenal oxime

3-(1-benzyl-1H-indol-3-yl)-3-chloro-2-propenenitrile