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

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Chemical Name:4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde
CAS No.:1229583-72-5
Molecular Formula:C₂₉H₂₁N₃O₃S
Molecular Weight:491.57
Hs Code.:

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

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Chemical Property of 4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde

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Technology Process of 4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde

There total 5 articles about 4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde 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: 65.0%

: 1229583-70-3
5-bromo-3-(1H-indol-5-yl)-1-(p-toluenesulfonyl)-1H-pyrrolo[2,3-b]pyridine

: 87199-17-5
4-formylphenylboronic acid,

: 1229583-72-5
4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In water; acetonitrile; for 2.5h; Reflux;
DOI:10.1021/jm401094t

Reference yield:

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

: 1229583-72-5
4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-iodo-succinimide / acetone / 0.33 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C

2.2: 1.5 h / 0 °C

3.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 60 °C

4.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 0.17 h / 150 °C / Microwave irradiation; Inert atmosphere

With N-iodo-succinimide; sodium hydride; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; acetone; acetonitrile; mineral oil;

Reference yield:

: 757978-18-0
3-iodo-5-bromo-1H-pyrrolo[2,3-b]-pyridine

: 1229583-72-5
4-(3-(1H-indol-5-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 °C

1.2: 1.5 h / 0 °C

2.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 60 °C

3.1: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride / acetonitrile / 0.17 h / 150 °C / Microwave irradiation; Inert atmosphere

With sodium hydride; sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; acetonitrile; mineral oil;