5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline

Base Information

Chemical Name:5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline
CAS No.:1615223-20-5
Molecular Formula:C₂₂H₂₁N₃O₂
Molecular Weight:359.428
Hs Code.:

Synonyms:5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline

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Chemical Property of 5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline

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Technology Process of 5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline

There total 4 articles about 5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline 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: 57.0%

: 850689-28-0
2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

: 1261082-88-5
5-bromo-3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridine

: 1615223-20-5
5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; water; at 100 ℃; Inert atmosphere;
DOI:10.1039/c4ob00053f

Reference yield:

: 757978-19-1
5-bromo-3-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

: 1615223-20-5
5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 2 h / 80 °C / Inert atmosphere; Sealed tube

2: potassium hydroxide / methanol / 1 h / 20 - 60 °C / Inert atmosphere

3: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; potassium hydroxide; In 1,4-dioxane; methanol; water; 1: |Suzuki Coupling / 3: |Suzuki Coupling;
DOI:10.1039/c4ob00053f

Reference yield:

: 122775-35-3
3,4-Dimethoxyphenylboronic acid

: 1615223-20-5
5-(3-(3,4-dimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methylaniline

Guidance literature:: Multi-step reaction with 3 steps

1: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 2 h / 80 °C / Inert atmosphere; Sealed tube

2: potassium hydroxide / methanol / 1 h / 20 - 60 °C / Inert atmosphere

3: caesium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; potassium hydroxide; In 1,4-dioxane; methanol; water; 1: |Suzuki Coupling / 3: |Suzuki Coupling;
DOI:10.1039/c4ob00053f