1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]-
• CAS No.: 685513-98-8
• Molecular Formula: C16H25ClN2OSi
• Molecular Weight: 324.926
• Hs Code.: 2933990090
• Mol file: 685513-98-8.mol

Synonyms:1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]-

Chemical Property of 1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]-

Chemical Property:

• Vapor Pressure: 2.72E-05mmHg at 25°C
• Refractive Index: 1.546
• Boiling Point: 347.2ºC at 760 mmHg
• Flash Point: 163.8ºC
• PSA: 38.05000
• Density: 1.12g/cm3
• LogP: 5.41890
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

4-Chloro-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridin-5-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]-

There total 2 articles about 1H-Pyrrolo[2,3-b]pyridin-5-ol, 4-chloro-1-[tris(1-methylethyl)silyl]- 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:

4-chloro-7-azaindole (55052-28-3) → 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-5-ol (685513-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; hexane / 0.25 h / 0 °C

1.2: 93.5 percent / tetrahydrofuran; hexane / 18 h / 80 °C

2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

2.2: 65 percent / (R)-camphorsulfonyl oxaziridine / tetrahydrofuran; cyclohexane / 0.42 h / -78 °C

With sec.-butyllithium; sodium hydride; In tetrahydrofuran; hexane; cyclohexane;

DOI:10.1016/j.tetlet.2004.01.122

Reference yield:

triisopropylsilyl chloride (13154-24-0) + 4-chloro-7-azaindole (55052-28-3) → 4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-5-ol (685513-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 12 h / 0 - 70 °C / Inert atmosphere

2.1: sec.-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With sec.-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

Reference yield: 49.0%

4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-5-ol (685513-98-8) → 1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridin-5-ol (685514-01-6)

Guidance literature:

With acetic acid; zinc; In ethyl acetate; at 20 ℃; for 18h;

DOI:10.1016/j.tetlet.2004.01.122

upstream raw materials:

4-chloro-7-azaindole

triisopropylsilyl chloride

Downstream raw materials:

1-[tris(propan-2-yl)silyl]-1H-pyrrolo[2,3-b]pyridin-5-ol

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