N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Base Information

Chemical Name:N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide
CAS No.:935759-86-7
Molecular Formula:C₂₅H₂₅N₇O₅
Molecular Weight:503.517
Hs Code.:

Synonyms:N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

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Chemical Property of N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

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Technology Process of N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

There total 6 articles about N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide 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: 62.0%

: 4-oxo-N-[(3-piperazin-1-ylphenyl)methyl]-3,4-dihydroquinazoline-2-carboxamide dihydrochloride

: 5427-26-9
5-hydantoinacetic acid

: 935759-86-7
N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 13h;

Reference yield:

: 31197-30-5
1-(3-bromophenyl)piperazine

: 935759-86-7
N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / tetrahydrofuran / 3 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 12 h / 80 °C / Inert atmosphere

3.1: hydrogen; nickel; ammonia / methanol; water; tetrahydrofuran / 4 h / 20 °C / 760.05 Torr

4.1: triethylamine / ethanol / 12 h / 80 °C

5.1: hydrogenchloride / methanol; ethyl acetate; tetrahydrofuran / 6 h / 20 - 50 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h / 20 °C

6.2: 12 h / 20 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ammonia; hydrogen; nickel; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2016.09.009

Reference yield:

: 807624-20-0
1,1-dimethylethyl 4-(3-cyanophenyl)piperazine-1-carboxylate

: 935759-86-7
N-[(3-{4-[(2,5-dioxoimidazolidin-4-yl)acetyl]piperazin-1-yl}phenyl)methyl]-4-oxo-3,4-dihydroquinazoline-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen; nickel; ammonia / methanol; water; tetrahydrofuran / 4 h / 20 °C / 760.05 Torr

2.1: triethylamine / ethanol / 12 h / 80 °C

3.1: hydrogenchloride / methanol; ethyl acetate; tetrahydrofuran / 6 h / 20 - 50 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h / 20 °C

4.2: 12 h / 20 °C

With hydrogenchloride; ammonia; hydrogen; nickel; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2016.09.009