1-(7-(3-amino-1H-pyrazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione

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Chemical Name:1-(7-(3-amino-1H-pyrazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione
CAS No.:701212-76-2
Molecular Formula:C₂₄H₂₃N₇O₄
Molecular Weight:473.491
Hs Code.:

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

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

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

There total 6 articles about 1-(7-(3-amino-1H-pyrazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-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:

: 67443-38-3
5-bromo-2-chloro-3-nitropyridine

: 701212-76-2
1-(7-(3-amino-1H-pyrazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran / 1.5 h / -78 - -40 °C

2.1: sodium methylate; copper(I) bromide / 16 h / 110 - 120 °C / Sealed tube

3.1: aluminum (III) chloride / dichloromethane / 0.17 h / 20 °C

3.2: 8 h / 20 °C

4.1: potassium carbonate / methanol; water / 8 h / 20 °C

5.1: 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 8 h / 20 °C

6.1: potassium carbonate; copper / 8 h / 160 °C / Sealed tube

With aluminum (III) chloride; sodium methylate; copper; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; copper(I) bromide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 3.1: |Friedel-Crafts Acylation / 3.2: |Friedel-Crafts Acylation;
DOI:10.1021/acs.jmedchem.8b00759

Reference yield:

: 446284-78-2
potassium 2-(7-chloro-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-oxoacetate

: 701212-76-2
1-(7-(3-amino-1H-pyrazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 8 h / 20 °C

2: potassium carbonate; copper / 8 h / 160 °C / Sealed tube

With copper; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.8b00759

Reference yield:

: 425380-38-7
4-bromo-7-chloro-3a,7a-dihydro-1H-pyrrolo[2,3-c]pyridine

: 701212-76-2
1-(7-(3-amino-1H-pyrazol-1-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate; copper(I) bromide / 16 h / 110 - 120 °C / Sealed tube

2.1: aluminum (III) chloride / dichloromethane / 0.17 h / 20 °C

2.2: 8 h / 20 °C

3.1: potassium carbonate / methanol; water / 8 h / 20 °C

4.1: 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 8 h / 20 °C

5.1: potassium carbonate; copper / 8 h / 160 °C / Sealed tube

With aluminum (III) chloride; sodium methylate; copper; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; copper(I) bromide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; 2.1: |Friedel-Crafts Acylation / 2.2: |Friedel-Crafts Acylation;
DOI:10.1021/acs.jmedchem.8b00759