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
• Mol file: 701213-94-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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%

2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (639519-63-4) + N-benzoylpiperazine hydrochloride (56227-55-5,79332-89-1) → 1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (701213-94-7)

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:

2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetic acid (639519-63-4) + N-Benzoylpiperazine (13754-38-6) → 1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (701213-94-7)

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:

6-methoxy-pyridin-3-ylamine (6628-77-9) → 1-(4-benzoylpiperazin-1-yl)-2-(7-bromo-4-fluoro-1H-pyrrolo[2,3-c]pyridin-3-yl)ethane-1,2-dione (701213-94-7)

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

upstream raw materials:

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

N-benzoylpiperazine hydrochloride

N-Benzoylpiperazine

6-methoxy-pyridin-3-ylamine

Downstream raw materials:

C₂₂H₁₈FN₇O₃

C₂₄H₂₀FN₇O₄

C₂₅H₂₂FN₇O₄

C₃₀H₃₁FN₈O₅