1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

Base Information

Chemical Name:1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione
CAS No.:701213-94-7
Molecular Formula:C₂₀H₁₆BrFN₄O₃
Molecular Weight:459.274
Hs Code.:

Synonyms:1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

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Chemical Property of 1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

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Technology Process of 1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

There total 7 articles about 1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-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: 65.0%

: 639519-63-4
2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid

: 56227-55-5,79332-89-1
N-benzoylpiperazine hydrochloride

: 701213-94-7
1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

Guidance literature:: With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm3016377

Reference yield:

: 639519-63-4
2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid

: 13754-38-6
N-Benzoylpiperazine

: 701213-94-7
1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); at 20 ℃;

Reference yield:

: 6628-77-9
6-methoxy-pyridin-3-ylamine

: 701213-94-7
1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrafluoroboric acid; sodium nitrite / ethanol; water / 3 h / 0 °C / Inert atmosphere

1.2: 4 h / 100 °C / Inert atmosphere

2.1: hydrogenchloride / toluene / 2 h / Inert atmosphere; Sealed tube; Heating

3.1: sulfuric acid; nitric acid / 1 h / 20 - 80 °C / Inert atmosphere

4.1: tetrahydrofuran / 2.25 h / Inert atmosphere; Cooling

5.1: aluminum (III) chloride; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride / 8 h / 20 °C / Inert atmosphere

5.2: Inert atmosphere; Cooling with ice

6.1: N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With hydrogenchloride; aluminum (III) chloride; tetrafluoroboric acid; sulfuric acid; nitric acid; 1-ethyl-3-methyl-1H-imidazol-3-ium chloride; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; sodium nitrite; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene; 4.1: |Bartoli Indole Synthesis;
DOI:10.1021/jm3016377