4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

Base Information

Chemical Name:4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde
CAS No.:1315381-29-3
Molecular Formula:C₁₄H₁₉ClN₂O₂Si
Molecular Weight:310.856
Hs Code.:

Synonyms:4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

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Chemical Property of 4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

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Technology Process of 4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

There total 1 articles about 4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde 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:

: 55052-28-3
4-chloro-7-azaindole

: 1315381-29-3
4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran; mineral oil / 1 h / Cooling with ice

1.2: 24 h / 20 °C

2.1: sec.-butyllithium / tetrahydrofuran; hexane; cyclohexane / 1 h / -78 °C

2.2: 1 h

2.3: 0.5 h

3.1: trifluoroacetic acid / dichloromethane / 24 h

4.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 0.17 h / Cooling with ice

4.2: 0.5 h / 20 °C

With sec.-butyllithium; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; paraffin oil; mineral oil;

Reference yield:

: 1315381-29-3
4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

: 1315466-65-9
4-((4-ethylpiperazin-1-yl)methyl)-N-(3-((4-methoxy-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)methyl)amino)-4-methylphenyl)-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: sodium / 8 h / 60 °C

2: acetic acid; sodium tris(acetoxy)borohydride / 1,4-dioxane / 20 °C

With sodium; sodium tris(acetoxy)borohydride; acetic acid; In 1,4-dioxane;

Reference yield:

: 1315381-29-3
4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde

: 1315329-35-1
4-((4-ethylpiperazin-1-yl)methyl)-N-(3-((4-methoxy-1H-pyrrolo[2,3-b]pyridin-5-ylmethyl)amino)-4-methylphenyl)-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium / 8 h / 60 °C

2.1: acetic acid; sodium tris(acetoxy)borohydride / 1,4-dioxane / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 1 h

3.2: 2 h / 20 °C

With sodium; sodium tris(acetoxy)borohydride; acetic acid; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;