5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole

Base Information

Chemical Name:5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole
CAS No.:1351476-60-2
Molecular Formula:C₂₆H₂₆N₆
Molecular Weight:422.533
Hs Code.:

Synonyms:5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole

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Chemical Property of 5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole

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Technology Process of 5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole

There total 6 articles about 5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole 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: 21.0%

: 338454-14-1
1H-indazol-5-ylboronic acid

: 1351477-60-5
3-iodo-5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine

: 1351476-60-2
5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole

Guidance literature:: 1H-indazol-5-ylboronic acid; 3-iodo-5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 70 ℃; for 8h; Inert atmosphere;

With potassium carbonate; In methanol; water; at 60 ℃; for 6h;
DOI:10.1016/j.bmcl.2020.127749

Reference yield:

: 183208-35-7
5-bromo-1H-pyrrolo[2,3-b]pyridine

: 1351476-60-2
5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 80 °C / Inert atmosphere

2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C

3.2: 1 h / 0 - 20 °C

4.1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 18 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 8 h / 70 °C / Inert atmosphere

5.2: 6 h / 60 °C

With N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium tris(acetoxy)borohydride; sodium hydride; sodium carbonate; potassium carbonate; acetic acid; In 1,4-dioxane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2020.127749

Reference yield:

: 87199-17-5
4-formylphenylboronic acid,

: 1351476-60-2
5-(5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-indazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 80 °C / Inert atmosphere

2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C

3.2: 1 h / 0 - 20 °C

4.1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 18 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 8 h / 70 °C / Inert atmosphere

5.2: 6 h / 60 °C

With N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium tris(acetoxy)borohydride; sodium hydride; sodium carbonate; potassium carbonate; acetic acid; In 1,4-dioxane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2020.127749