1H-Pyrrolo[2,3-b]pyridine, 5-methyl-1-[tris(1-methylethyl)silyl]-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 5-methyl-1-[tris(1-methylethyl)silyl]-
• CAS No.: 918523-66-7
• Molecular Formula: C₁₇H₂₈N₂Si
• Molecular Weight: 288.508
• Mol file: 918523-66-7.mol

Synonyms:1H-Pyrrolo[2,3-b]pyridine, 5-methyl-1-[tris(1-methylethyl)silyl]-

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 5-methyl-1-[tris(1-methylethyl)silyl]-

Chemical Property:

• Vapor Pressure: 0.000296mmHg at 25°C
• Boiling Point: 321.5°C at 760 mmHg
• PKA: 5.52±0.30(Predicted)
• Flash Point: 148.3°C
• PSA: 17.82000
• Density: 0.96g/cm³
• LogP: 5.36830

Purity/Quality:

99% ^*data from raw suppliers

5-METHYL-1-[TRIS-(1-METHYLETHYL)SILYL]-1H-PYRROLO[2,3-B]PYRIDINE 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, 5-methyl-1-[tris(1-methylethyl)silyl]-

There total 1 articles about 1H-Pyrrolo[2,3-b]pyridine, 5-methyl-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: 60.0%

5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine (858116-66-2) + methylmagnesium bromide (75-16-1) → 5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (918523-66-7)

Guidance literature:

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; toluene; at 90 ℃; for 2h;

Reference yield: 95.0%

5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (918523-66-7) → 5-methyl-1H-pyrrolo[2,3-b]pyridine (824-52-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (918523-66-7) → {6-fluoro-5-[hydroxy-(5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methyl]pyridin-2-yl}-(4-methoxybenzyl)carbamic acid tert-butyl ester (1303426-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-iodo-succinimide / dichloromethane / 20 °C

2.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -20 - 0 °C / Inert atmosphere

2.2: 1 h / -40 - 0 °C

With N-iodo-succinimide; isopropylmagnesium chloride; In tetrahydrofuran; dichloromethane;

upstream raw materials:

5-bromo-1-(triisopropylsilyl)-1H-pyrrolo[2,3-b]pyridine

methylmagnesium bromide

Downstream raw materials:

5-methyl-1H-pyrrolo[2,3-b]pyridine

{6-fluoro-5-[hydroxy-(5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methyl]pyridin-2-yl}-(4-methoxybenzyl)carbamic acid tert-butyl ester

(6-ethoxy-pyridin-3-yl)-{6-fluoro-5-[hydroxy-(5-methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-pyridin-2-yl}-carbamic acid tert-butyl ester

3-iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine