896722-53-5

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 6-methoxy-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 6-methoxy-;6-Metho×y-7-azaindole,
• CAS NO: 896722-53-5
• Molecular Formula: C8H8N2O
• Molecular Weight: 148.16
• Product Categories: Heterocycle-Pyridine series
• Mol File: 896722-53-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 88-89 °C
• Boiling Point: 284.511 °C at 760 mmHg
• Flash Point: 98.269 °C
• Appearance: /
• Density: 1.244 g/cm³
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.10±0.40(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 6-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 6-methoxy-(896722-53-5)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 6-methoxy-(896722-53-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 896722-53-5(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-b]pyridine, 6-methoxy- is a chemical compound with the molecular formula C10H9NO. It is a heterocyclic compound that contains a pyrrolopyridine ring system with a methoxy group attached at the 6-position. 1H-Pyrrolo[2,3-b]pyridine, 6-methoxy- is commonly used in organic synthesis and pharmaceutical research due to its potential biological activities. Its structure and properties make it a valuable building block in the development of new drugs and agrochemicals. Additionally, 1H-Pyrrolo[2,3-b]pyridine, 6-methoxy- has been studied for its potential antitumor and antiviral properties, making it an important target for further research and exploration.

InChI:InChI=1/C8H8N2O/c1-11-7-3-2-6-4-5-9-8(6)10-7/h2-5H,1H3,(H,9,10)

Upstream product

• 124-41-4 sodium methylate 
• 55052-24-9 1H-Pyrrolo[2,3-b]pyridine-7-oxide 
• 271-63-6 7-Azaindole 
• 55052-26-1 1H-pyrrolo[2,3-b]pyridin-6-ol 
• 74-88-4 methyl iodide 
• 55052-25-0 1-acetyl-1H-pyrrolo[2,3-b]pyridin-6-yl acetate 
• 67-56-1 methanol 

Downstream Products

• 1420070-66-1 N-[2-(3-bromo-6-methoxy-1H-pyrrolo[2,3-b]pyridin-1-yl)-5-(trifluoromethyl)benzyl]-N-ethylcyclopropanecarboxamide 
• 1420070-67-2 tert-butyl {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl}acetate 
• 1420071-17-5 {1-[2-{[(cyclopropylcarbonyl)(ethyl)amino]methyl}-4-(trifluoromethyl)phenyl]-6-methoxy-1H-pyrrolo[2,3-b]pyridin-3-yl}acetic acid 

Relevant articles and documents

Cu(II)-catalyzed sulfonylation of 7-azaindoles using DABSO as SO2-Source and its mechanistic study

DABSO mediated sulfonylation of iodinated 7-azaindoles was achieved for the first time through sulfonylative Suzuki-Miyaura cross coupling (SMC) reaction under mild conditions giving good yields of sulfonylated 7-azaindole derivatives. Interestingly, control experiments suggest that present method involves in-situ generation of ArSO2 free radical followed by the key steps of SMC reaction. Scope of the reaction was explored with both electronically different and bulky group carrying boronic acids as coupling partner. The sulfonylation is scalable and occurred selectively at iodo group, irrespective of its position on azaindole. Moreover, the proposed mechanism has been supported by electron paramagnetic resonance (EPR) and density functional theory (DFT) calculations.

Design and synthesis of 1-(2-alkanamidoethyl)-6-methoxy-7-azaindole derivatives as potent melatonin agonists

A series of 7-azaindolic ligands bearing a methoxy group and a N-acetyl chain as melatoninergic pharmacophores were synthesized and their binding affinities towards MT1 and MT2 receptors were evaluated. Compounds 7a-c and 12 (cyclohe

The first practical and efficient one-pot synthesis of 6-substituted 7-azaindoles via a Reissert-Henze reaction

A variety of 6-substituted 7-azaindoles (30 examples) were obtained via selective O-methylation of 7-azaindole-N-oxide m-chlorobenzoic acid salt and subsequent, base-catalyzed one-pot reaction with a range of N-, O-, S-nucleophiles or cyanide. Georg Thieme Verlag Stuttgart.