871583-16-3

Usage

Uses

Used in Pharmaceutical Research:
METHYL 4-METHOXY-5-AZAINDOLE-2-CARBOXYLATE is used as a building block for the creation of novel pharmaceutical compounds. Its distinctive structure and properties contribute to drug discovery and development, offering potential for the formulation of new medications.
Used in Organic Synthesis:
In the field of organic synthesis, METHYL 4-METHOXY-5-AZAINDOLE-2-CARBOXYLATE serves as a key intermediate, facilitating the synthesis of complex organic molecules and contributing to the advancement of chemical research.
Used in Agrochemical Industry:
METHYL 4-METHOXY-5-AZAINDOLE-2-CARBOXYLATE also finds potential applications in the agrochemical industry, where it may be utilized in the development of new agrochemical products, potentially enhancing crop protection and yield.

InChI:InChI=1/C10H10N2O3/c1-14-9-6-5-8(10(13)15-2)12-7(6)3-4-11-9/h3-5,12H,1-2H3

Upstream product

• 1628-89-3 2-methoxypyridine 
• 71255-09-9 2-methoxynicotinaldehyde 

Downstream Products

• 944900-76-9 4-methoxy-1H-pyrrolo[3,2-c]pyridine 

Relevant academic research and scientific papers

A Journey through Hemetsberger–Knittel, Leimgruber–Batcho and Bartoli Reactions: Access to Several Hydroxy 5- and 6-Azaindoles

The preparation of various 5- and 6-azaindoles, heterocyclic structures that are frequently part of molecules in clinical development, and their monohydroxy analogues were described. Different strategies, relying on the de novo pyrrole ring formation, were investigated and, thanks to Hemetsberger–Knittel, Bartoli and Leimgruber–Batcho approaches, 4- and 7-monohydroxy 5- and 6-azaindoles were obtained. The crucial introduction of the oxygen atom was carried out from halogen derivatives, using nucleophilic substitution reactions under basic conditions with or without a copper catalyst. Some preliminary oxidation reactions have shown that it was yet not possible to synthesize the azaquinone indole structure from monohydroxy azaindole, using molecular oxygen in the presence of salcomine as a catalyst.

Nitrogen-containing heterocyclic compound as well as preparation method, pharmaceutical composition and application thereof

The invention provides a nitrogen-containing heterocyclic compound as well as a preparation method, a pharmaceutical composition and application thereof, and particularly provides a compound as shownin a formula I which is described in the specification,

The Hemetsberger-Knittel synthesis of substituted 5-, 6-, and 7-azaindoles

A series of substituted 5-, 6-, and 7-azaindoles were prepared via the Hemetsberger-Knittel reaction. In general, better yields were obtained at higher temperatures and shorter reaction times than required for the formation of the analogous indoles, and in some cases, only decomposition occurred below a minimum temperature. The resulting templates offer up to five sites for subsequent functionalization to allow a wide range of chemical diversity. Georg Thieme Verlag Stuttgart.