867267-24-1

Basic information

• Product Name: 2,5-Dimethoxy Pyridine
• Synonyms: 2,5-Dimethoxypyridine
• CAS NO: 867267-24-1
• Molecular Formula: C₇H₉NO₂
• Molecular Weight: 139.15
• Mol File: 867267-24-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 203.5±20.0℃ (760 Torr)
• Flash Point: 73.2±12.0℃
• Appearance: /
• Density: 1.064±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.70±0.10(Predicted)
• CAS DataBase Reference: 2,5-Dimethoxy Pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethoxy Pyridine(867267-24-1)
• EPA Substance Registry System: 2,5-Dimethoxy Pyridine(867267-24-1)

Safety Data

• Hazardous Substances Data: 867267-24-1(Hazardous Substances Data)

Usage

Uses

2,5-Dimethoxypyridine is used as a reactant in the regioselective preparation of trioxopyrrolopyridines / functionalized azaindoles.

Upstream product

• 51834-97-0 6-methoxypyridine-3-ol 
• 74-88-4 methyl iodide 

Downstream Products

• 1630193-77-9 (2,5-dimethoxypyridin-4-yl)boronic acid 
• 2201839-83-8 4-(2-acetyl-5-chlorophenyl)-5-methoxypyridine-2(1H)-one 
• 1570075-46-5 5-methoxy-N-phenylpyridin-2-amine 

Relevant articles and documents

Solvent-dependent oxidations of 5- and 6-azaindoles to trioxopyrrolopyridines and functionalised azaindoles

A regioselective synthesis of 4,7-dimethoxy 5- and 6-azaindoles 2 has been achieved, based on the appropriate choice of ortho-directing or ortho-repulsing groups in the formylation of a pyridine ring. Studies on the regioselectivity of the formylation step and on the preparation of azidoacrylate intermediates 4 are described in this paper. The reactivity of the 5- and 6-azaindole structures towards BBr3-mediated selective monodemethylation and oxidative demethylation reactions were also investigated. The regioselectivity of the deprotection was confirmed using a chemical approach. Oxidation reactions were then carried out on either dimethoxy- or hydroxymethoxyazaindoles, in different solvents, using [bis(trifluoroacetoxy)iodo]benzene. In acetonitrile-water, trioxopyrrolopyridines 12 were obtained, whereas the formation of functionalised azaindoles 17 was observed in acetonitrile-methanol. The tautomeric structure of the trioxopyrrolopyridines was proved by X-ray diffraction analysis. The Royal Society of Chemistry.