Cas no 1256825-86-1 (Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate)

Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate is a heterocyclic compound featuring a fused pyrrole-pyridine core with a carboxylate ester functional group at the 6-position. This structure serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its rigid bicyclic framework and electron-rich aromatic system make it valuable for constructing complex molecules, such as kinase inhibitors or bioactive scaffolds. The methyl ester group enhances solubility and facilitates further derivatization via hydrolysis or transesterification. The compound’s stability under standard conditions and compatibility with common synthetic methodologies underscore its utility in medicinal chemistry and material science research.
Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate structure
1256825-86-1 structure
Product Name:Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate
CAS No:1256825-86-1
MF:C9H8N2O2
MW:176.172021865845
MDL:MFCD18254868
CID:1025451
Update Time:2025-06-11

Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate
    • Methyl 7H-pyrrolo[2,3-b]pyridine-6-carboxylate
    • 1H-PYRROLO[2,3-B]PYRIDINE-6-CARBOXYLIC ACID METHYL ESTER
    • 7-Azaindole-6-carboxylic acid methyl ester
    • METHYL 7-AZAINDOLE-6-CARBOXYLATE
    • MDL： MFCD18254868
    • Inchi： 1S/C9H8N2O2/c1-13-9(12)7-3-2-6-4-5-10-8(6)11-7/h2-5H,1H3,(H,10,11)
    • InChI Key： XNOPDFAJQROROS-UHFFFAOYSA-N
    • SMILES： O(C)C(C1=CC=C2C=CNC2=N1)=O

Computed Properties

  • Exact Mass: 176.05900
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2

Experimental Properties

  • Density: 1.324±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Slightly soluble (1.9 g/l) (25 o C),
  • PSA: 54.98000
  • LogP: 1.34950

Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate Security Information

Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate Customs Data

  • HS CODE：2933990090
  • Customs Data：

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate Related Literature

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Additional information on Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate

Methyl 1H-Pyrrolo[2,3-B]Pyridine-6-Carboxylate: A Comprehensive Overview

Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate, also known by its CAS number 1256825-86-1, is a compound of significant interest in the fields of organic chemistry and materials science. This compound belongs to the class of pyrrolopyridines, which are fused bicyclic structures combining pyrrole and pyridine moieties. The unique electronic properties and structural flexibility of this compound make it a promising candidate for various applications, particularly in drug discovery and advanced materials.

The synthesis of methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate has been extensively studied in recent years. Researchers have employed various methodologies, including palladium-catalyzed cross-coupling reactions and microwave-assisted synthesis, to optimize the production process. These advancements have not only improved the yield but also reduced the reaction time, making it more feasible for large-scale production.

One of the most notable applications of methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate is in the field of medicinal chemistry. The compound has shown potential as a lead molecule in the development of new drugs targeting various diseases. For instance, studies have demonstrated its ability to inhibit specific enzymes involved in cancer progression. This property has sparked interest among pharmaceutical companies looking to explore its therapeutic potential further.

In addition to its medicinal applications, methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate has also found use in materials science. Its electronic properties make it a suitable candidate for organic electronics, such as organic light-emitting diodes (OLEDs) and field-effect transistors (FETs). Recent research has focused on incorporating this compound into polymer blends to enhance their conductivity and stability under various environmental conditions.

The structural versatility of methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate allows for further functionalization to tailor its properties for specific applications. For example, substituting the methyl group with other functional groups can significantly alter its reactivity and solubility. This flexibility opens up new avenues for its use in nanotechnology and catalysis.

From an environmental standpoint, the synthesis and application of methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate have been evaluated for their sustainability. Researchers are exploring green chemistry approaches to minimize waste and reduce energy consumption during production. These efforts align with global initiatives to promote eco-friendly practices in chemical manufacturing.

In conclusion, methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate (CAS No: 1256825-86-1) is a multifaceted compound with diverse applications across various scientific disciplines. Its unique chemical properties and structural adaptability continue to drive innovation in drug discovery, materials science, and sustainable chemistry. As research progresses, this compound is expected to play an increasingly important role in advancing technological and therapeutic solutions.

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