1-(7-(2-aminothiazol-5-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-(2-aminothiazol-5-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione
CAS No.:446289-94-7
Molecular Formula:C₂₄H₂₂N₆O₄S
Molecular Weight:490.542
Hs Code.:

Synonyms:1-(7-(2-aminothiazol-5-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-(2-aminothiazol-5-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-(2-aminothiazol-5-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione

There total 7 articles about 1-(7-(2-aminothiazol-5-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

: 446289-94-7
1-(7-(2-aminothiazol-5-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 7 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 10 h / 110 - 120 °C / Sealed tube

7.1: trifluoroacetic acid / water / 10 h / 80 °C

With aluminum (III) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium methylate; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; copper(I) bromide; In tetrahydrofuran; 1,4-dioxane; 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:

: 446289-32-3
N-(5-(3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)thiazol-2-yl)acetamide

: 446289-94-7
1-(7-(2-aminothiazol-5-yl)-4-methoxy-1H-pyrrolo[2,3-c]pyridin-3-yl)-2-(4-benzoylpiperazin-1-yl)ethane-1,2-dione

Guidance literature:: With trifluoroacetic acid; In water; at 80 ℃; for 10h;

Reference yield:

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

: 446289-94-7
1-(7-(2-aminothiazol-5-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 3 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: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane / 10 h / 110 - 120 °C / Sealed tube

3: trifluoroacetic acid / water / 10 h / 80 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.8b00759