2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

Base Information

Chemical Name:2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile
CAS No.:1313530-14-1
Molecular Formula:C₂₀H₁₉N₃O₄
Molecular Weight:365.389
Hs Code.:

Synonyms:2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

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Chemical Property of 2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

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Technology Process of 2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

There total 5 articles about 2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile 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: 49.0%

: 4521-61-3
3,4,5-Trimethoxybenzoyl chloride

: 4414-90-8
2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetonitrile

: 1313530-14-1
2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

Guidance literature:: 2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

3,4,5-Trimethoxybenzoyl chloride; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 271-63-6
7-Azaindole

: 1313530-14-1
2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid / ethanol; water / 0.5 h / 0 °C

1.2: 18 h / 100 °C

1.3: 20 °C / pH 11

2.1: acetic acid / water; N,N-dimethyl-formamide / 8 h / 110 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C

3.2: 0 - 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With sodium hydride; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; mineral oil; 1.1: Mannich reaction / 1.2: Mannich reaction;
DOI:10.1016/j.tet.2011.04.077

Reference yield:

: 4414-87-3
1H-Pyrrolo[2,3-b]pyridin-3-yl-acetonitrile

: 1313530-14-1
2-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-3-oxo-3-(3,4,5-trimethoxyphenyl)propanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C

1.2: 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

With sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2011.04.077