Cas no 1186311-04-5 (4-(Dimethoxymethyl)-1H-pyrrolo2,3-bpyridine)

4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine is a heterocyclic compound featuring a pyrrolopyridine core substituted with a dimethoxymethyl group at the 4-position. This structural motif is of interest in medicinal chemistry and pharmaceutical research due to its potential as a versatile intermediate in the synthesis of biologically active molecules. The dimethoxymethyl moiety enhances solubility and offers reactivity for further functionalization, making it valuable for derivatization studies. Its pyrrolopyridine scaffold is commonly found in compounds with demonstrated pharmacological properties, including kinase inhibition and CNS activity. The compound is typically handled under inert conditions to preserve stability. Suitable for use in cross-coupling reactions and other transformations, it serves as a key building block in drug discovery and development.
4-(Dimethoxymethyl)-1H-pyrrolo2,3-bpyridine structure
1186311-04-5 structure
Product Name:4-(Dimethoxymethyl)-1H-pyrrolo2,3-bpyridine
CAS No:1186311-04-5
MF:C10H12N2O2
MW:192.214482307434
MDL:MFCD12922780
CID:1068844
PubChem ID:329772027
Update Time:2025-10-19

4-(Dimethoxymethyl)-1H-pyrrolo2,3-bpyridine Chemical and Physical Properties

Names and Identifiers

    • 4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine
    • A-6121
    • DTXSID60674069
    • CS-0091016
    • D75017
    • 4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine, AldrichCPR
    • AKOS006332667
    • MFCD12922780
    • 1186311-04-5
    • 4-(Dimethoxymethyl)-1H-pyrrolo2,3-bpyridine
    • MDL: MFCD12922780
    • Inchi: 1S/C10H12N2O2/c1-13-10(14-2)8-4-6-12-9-7(8)3-5-11-9/h3-6,10H,1-2H3,(H,11,12)
    • InChI Key: DTEKUQUCTNGSRQ-UHFFFAOYSA-N
    • SMILES: O(C)C(C1C=CN=C2C=1C=CN2)OC

Computed Properties

  • Exact Mass: 192.09000
  • Monoisotopic Mass: 192.089877630g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 185
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.9
  • Topological Polar Surface Area: 47.1?2

Experimental Properties

  • PSA: 47.14000
  • LogP: 1.85430

4-(Dimethoxymethyl)-1H-pyrrolo2,3-bpyridine Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn
  • HazardClass:IRRITANT

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Additional information on 4-(Dimethoxymethyl)-1H-pyrrolo2,3-bpyridine

4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine: A Comprehensive Overview

The compound 4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine, identified by the CAS number 1186311-04-5, is a fascinating molecule with significant potential in various fields of chemistry and materials science. This compound belongs to the class of heterocyclic aromatic compounds, which are known for their unique electronic properties and structural versatility. The molecule's structure consists of a pyrrolopyridine core with a dimethoxymethyl substituent at the 4-position, which introduces additional functionality and reactivity.

Recent studies have highlighted the importance of pyrrolopyridine derivatives in drug discovery and materials science. The presence of the dimethoxymethyl group in this compound adds complexity to its electronic structure, making it a promising candidate for applications in organic electronics. Researchers have explored the use of such compounds in organic light-emitting diodes (OLEDs) due to their ability to emit light efficiently when subjected to an electric current. The dimethoxymethyl substituent has been shown to enhance the stability and efficiency of these devices, making them more suitable for commercial applications.

In addition to its electronic properties, 4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine has also been studied for its potential in catalysis. The heterocyclic core provides a rigid framework that can stabilize transition metal catalysts, enabling them to perform complex chemical transformations with high efficiency. Recent research has demonstrated that this compound can act as a ligand in palladium-catalyzed cross-coupling reactions, which are widely used in the synthesis of pharmaceuticals and agrochemicals.

The synthesis of 4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine involves a multi-step process that combines principles from organic synthesis and heterocyclic chemistry. Key steps include the formation of the pyrrolopyridine core through cyclization reactions and the subsequent introduction of the dimethoxymethyl group via nucleophilic substitution or alkylation. These steps require precise control over reaction conditions to ensure high yields and purity of the final product.

From an environmental perspective, the compound's biodegradability and toxicity have been evaluated in recent studies. Results indicate that under certain conditions, the compound can undergo microbial degradation, reducing its environmental impact. However, further research is needed to fully understand its behavior in different ecosystems and to develop strategies for minimizing its environmental footprint.

In conclusion, 4-(Dimethoxymethyl)-1H-pyrrolo[2,3-b]pyridine is a versatile compound with a wide range of potential applications. Its unique structure and functional groups make it an attractive target for researchers in various fields. As new studies continue to uncover its properties and capabilities, this compound is likely to play an increasingly important role in both academic research and industrial applications.

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