892414-51-6

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-;1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-8;6-Chloro-4-nitro-3-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine
• CAS NO: 892414-51-6
• Molecular Formula: C₁₄H₁₇ClF₃N₃O₃Si
• Molecular Weight: 395.8367896
• Mol File: 892414-51-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-(892414-51-6)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-3-(trifluoroMethyl)-1-[[2-(triMethylsilyl)ethoxy]Methyl]-(892414-51-6)

Safety Data

• Hazardous Substances Data: 892414-51-6(Hazardous Substances Data)

Usage

Pyrrolopyridine ring system

The core structure of the compound, consisting of a pyrrole ring fused to a pyridine ring.

Chlorine atom

A halogen atom attached to the pyrrolopyridine ring at the 6-position, which can be used for further functionalization or can influence the compound's reactivity.

Nitro group

A -NO2 functional group attached to the pyrrolopyridine ring at the 4-position, which can act as a strong electron-withdrawing group and can be reduced or used in other reactions.

Trifluoromethyl group

A -CF3 functional group attached to the pyrrolopyridine ring at the 3-position, which is an electron-withdrawing group and can influence the compound's reactivity and stability.

Silyl-protected alcohol group

A -OTMS (trimethylsilyl) protecting group attached to a carbon atom at the 1-position, which can protect the alcohol group from unwanted reactions and can be removed when needed.

Ether linkage

An -O-CH3 functional group attached to the pyrrolopyridine ring at the 2-position, which can act as a linker between the compound and other molecules or functional groups.

Applications in pharmaceuticals, materials science, or organic synthesis

The various functional groups present in the compound can be manipulated and modified to produce different properties or reactivities, making it potentially useful in a variety of fields.

Upstream product

• 892414-50-5 6-chloro-4-nitro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine 
• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 
• 892414-47-0 3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine 
• 892414-48-1 3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine 7-oxide 
• 932406-33-2 2,2,2-trifluoro-1-(2-fluoropyridin-3-yl)ethane-1,1-diol 
• 892414-46-9 3-(trifluoromethyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-3-ol 
• 892414-45-8 1,1,1-trifluoro-2-(2-fluoropyridin-3-yl)-3-nitropropan-2-ol 
• 892414-49-2 4-nitro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine 7-oxide 
• 372-48-5 2-fluoropyridine 

Downstream Products

• 932406-43-4 benzyl (6-chloro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)(2-fluoro-4-nitrophenyl)acetate 
• 892414-55-0 4-[(6-chloro-3-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]-pyridin-4-yl)oxy]-3,5-difluoroaniline 

Relevant articles and documents

Improved synthesis of the selective rho-kinase inhibitor 6-chloro-n4-{3,5-difluoro-4-[(3-methyl-1h-pyrrolo[2,3-b]pyridin-4-yl)oxy]phenyl} pyrimidin-2,4-diamine

A highly potent and selective Rho-kinase inhibitor containing a 7-azaindole moiety has been developed at Bayer Schering Pharma. Herein we disclose details of a significantly improved synthesis of the compound in 8.2% overall yield. Key aspects include cost and safety considerations and the uncommon use of a trifluoromethyl group with controllable reactivity as a masked methyl group.