688781-87-5

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-;6-chloro-4-nitro-1H-pyrrolo[2,3-b]pyridine;4-Nitro-6-chloro-7-azaindole ;1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-2
• CAS NO: 688781-87-5
• Molecular Formula: C₇H₄ClN₃O₂
• Molecular Weight: 197.58
• EINECS: 200-258-5
• Mol File: 688781-87-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Density: 1.661
• Refractive Index: 1.742
• PKA: 10.74±0.40(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-(688781-87-5)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro-(688781-87-5)

Safety Data

• Hazardous Substances Data: 688781-87-5(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-b]pyridine, 6-chloro-4-nitro- is a chemical compound that belongs to the class of pyrrolopyridines. It has a molecular formula of C9H6ClN3O2 and a molecular weight of 223.62 g/mol. The compound contains a pyrrolopyridine core with a nitro group at the 4th position and a chlorine atom at the 6th position. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various biologically active molecules. The compound has potential applications as a starting material for the production of pharmaceuticals and agrochemicals, and it is important for further research and development in the field of medicinal chemistry.

InChI:InChI=1/C7H4ClN3O2/c8-6-3-5(11(12)13)4-1-2-9-7(4)10-6/h1-3H,(H,9,10)

Upstream product

• 55052-24-9 1H-Pyrrolo[2,3-b]pyridine-7-oxide 
• 271-63-6 7-Azaindole 
• 74420-06-7 4-nitro-1H-pyrrolo<2,3-b>pyridine 7-oxide 
• 79-22-1 methyl chloroformate 

Downstream Products

• 688781-37-5 N₄-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]-6-piperidin-3-ylpyrimidine-2,4-diamine 
• 688782-67-4 benzyl 3-(2-amino-6-{[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amino}-pyrimidin-4-yl)piperidine-1-carboxylate 
• 688781-89-7 {4-[(6-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}amine 
• 869335-30-8 (6-chloro-1-([2-(trimethylsilyl)ethoxy]methyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)(2-fluoro-4-nitrophenyl)acetic acid methyl ester 
• 881902-81-4 4-[6-chloro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy]-3-fluoro-phenylamine 
• 881902-82-5 3-fluoro-4-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy]-phenylamine 
• 688781-75-1 3-fluoro-4-((1H-pyrrolo [2,3-b]pyridin-4-yl)oxy)aniline 
• 869335-22-8 6-chloro-4-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine 

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.

Efficient synthesis of 4-O- and C-substituted-7-azaindoles

6-Chloro-4-nitro- and 4,6-dichloro-1H-pyrrolo[2,3-b]pyridine are versatile building blocks that allow the synthesis of 4-substituted 7-azaindole derivatives by simple nucleophilic displacement of the 4-substituent. Herein, we report on their reaction with

HETARYLOXY-SUBSTITUTED PHENYLAMINO PYRIMIDINES AS RHO KINASE INHIBITORS

The invention relates to hetaryloxy-substituted phenylamino pyrimidines, a method for the production thereof, and the use thereof for producing medicaments utilized for the treatment and/or prevention of diseases in humans and animals, particularly cardiovascular diseases.