6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

Base Information

Chemical Name:6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione
CAS No.:1562520-41-5
Molecular Formula:C₃₂H₃₄N₄O₆
Molecular Weight:570.645
Hs Code.:

Synonyms:6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

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Chemical Property of 6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

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Technology Process of 6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

There total 6 articles about 6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione 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:

: 1562520-38-0
6-[4-(4-amino-3-trimethylsilylacetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

: 1562520-41-5
6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ol5001389

Reference yield:

: 1562520-17-5
6-bromo-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[de]isoquinoline-1,3(2H)-dione

: 1562520-41-5
6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 2-methoxy-ethanol / 5 h / Reflux; Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide; water / 24 h / 20 °C

3: pyridine iodine monochloride / methanol / 1 h / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; pyridine iodine monochloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ol5001389

Reference yield:

: 81-86-7
4-bromo-1,8-naphthalenedicarboxylic anhydride

: 1562520-41-5
6-[4-(4-amino-3-acetylenyl-1-benzoyl)-1-piperazinyl]-2-{2-[2-(2-methoxyethoxy)ethoxy]ethyl}-1H-benz[d,e]isoquinoline-1,3(2H)-dione

Guidance literature:: Multi-step reaction with 6 steps

1: ethanol / 2 h / Reflux

2: 2-methoxy-ethanol / 5 h / Reflux; Inert atmosphere

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide; water / 24 h / 20 °C

4: pyridine iodine monochloride / methanol / 1 h / 20 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; pyridine iodine monochloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; ethanol; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ol5001389