6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

Base Information

Chemical Name:6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one
CAS No.:1627741-56-3
Molecular Formula:C₂₄H₂₈N₄O
Molecular Weight:388.513
Hs Code.:

Synonyms:6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

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Chemical Property of 6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

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Technology Process of 6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

There total 10 articles about 6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-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: 60.0%

: 680203-54-7
3-cyclopenten-1-yl-benzaldehyde

: 1627741-46-1
6-(piperazin-1-yl)-3,4-dihydroquinazolin-2(1H)-one trifluoroacetic acid salt

: 1627741-56-3
6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

Guidance literature:: 3-cyclopenten-1-yl-benzaldehyde; 6-(piperazin-1-yl)-3,4-dihydroquinazolin-2(1H)-one trifluoroacetic acid salt; With triethylamine; In dimethyl sulfoxide; at 0 - 20 ℃;

With sodium tris(acetoxy)borohydride; In dimethyl sulfoxide; at 20 ℃; for 6h;
DOI:10.14233/ajchem.2014.15639

Reference yield: 60.0%

: 1627741-56-3
6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

Guidance literature:: With triethylamine; In dimethyl sulfoxide; at 0 - 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In dimethyl sulfoxide; for 6h;

Reference yield:

: 1261439-31-9
(5-bromo-2-nitrophenyl)methanamine

: 1627741-56-3
6-{4-[3-(cyclopentenyl)benzyl]piperazin-1-yl}-3,4-dihydroquinazolin-2(1H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 12 h / 20 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 8 h / 110 °C / Inert atmosphere

3.1: hydrogen / ethanol / 6 h / 1034.32 Torr

4.1: water; potassium hydroxide / ethanol / 12 h / 90 °C

5.1: tetrahydrofuran / 6 h / 80 °C

6.1: tetrahydrofuran; dichloromethane / 0 - 20 °C

7.1: triethylamine / dimethyl sulfoxide / 0 - 20 °C

7.2: 6 h / 20 °C

With pyridine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; water; hydrogen; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; potassium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; toluene; 2.1: |Buchwald-Hartwig Coupling;
DOI:10.14233/ajchem.2014.15639