1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-[tris(1-methylethyl)silyl]-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-[tris(1-methylethyl)silyl]-
• CAS No.: 858117-08-5
• Molecular Formula: C17H26 N2 O Si
• Molecular Weight: 302.492
• Mol file: 858117-08-5.mol

Synonyms:1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-[tris(1-methylethyl)silyl]-

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 1-[tris(1-methylethyl)silyl]-

Chemical Property:

• Vapor Pressure: 7.66E-05mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 342.2°C at 760 mmHg
• Flash Point: 160.7°C
• PSA: 34.89000
• Density: 1.02g/cm³
• LogP: 4.87240

Purity/Quality:

1-[TRIS-(1-METHYLETHYL)SILYL]-1H-PYRROLO[2,3-B]PYRIDINE-3-CARBOXALDEHYDE 95.00% ^*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]pyridine-3-carboxaldehyde, 1-[tris(1-methylethyl)silyl]-

There total 1 articles about 1H-Pyrrolo[2,3-b]pyridine-3-carboxaldehyde, 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: 36.0%

1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde (4649-09-6) + triisopropylsilyl chloride (13154-24-0) → 1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (858117-08-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 70.0%

1-(benzyloxy)-4-bromo-2,5-difluorobenzene (901238-24-2) + 1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (858117-08-5) → (4-benzyloxy-2,5-difluoro-phenyl)-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol (918524-01-3)

Guidance literature:

1-(benzyloxy)-4-bromo-2,5-difluorobenzene; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 ℃; for 0.333333h;

1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde; In tetrahydrofuran; diethyl ether; hexane; at -78 - 20 ℃; for 0.5h;

Reference yield: 26.8%

1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (858117-08-5) + N-(2,4-difluoro-phenyl)-3-methoxy-benzenesulfonamide (918523-60-1) → N-{2,4-difluoro-3-[hydroxy-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-phenyl}-3-methoxy-benzenesulfonamide (918523-61-2)

Guidance literature:

N-(2,4-difluoro-phenyl)-3-methoxy-benzenesulfonamide; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h; Cooling with acetone-dry ice;

1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde; In tetrahydrofuran; at -78 ℃; for 1h;

upstream raw materials:

1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde

triisopropylsilyl chloride

Downstream raw materials:

[6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol

(4-benzyloxy-2,5-difluoro-phenyl)-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol

N-{2,4-difluoro-3-[hydroxy-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-phenyl}-3-methoxy-benzenesulfonamide