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

Base Information

Chemical Name:3-iodo-5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine
CAS No.:1351477-60-5
Molecular Formula:C₂₆H₂₇IN₄O₂S
Molecular Weight:586.496
Hs Code.:

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

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

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

There total 5 articles about 3-iodo-5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine 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: 74.0%

: 109-01-3
1-methyl-piperazine

: 4-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde

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

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 18h;
DOI:10.1016/j.bmcl.2020.127749

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With N-iodo-succinimide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium tris(acetoxy)borohydride; sodium hydride; 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,

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

Guidance literature:: Multi-step reaction with 4 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

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