Cas no 892414-46-9 (2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol)

2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol is a fluorinated heterocyclic compound featuring a fused pyrrolopyridine scaffold with a trifluoromethyl group and a hydroxyl substituent. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical research. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the hydroxyl functionality offers a site for further derivatization. Its rigid bicyclic framework contributes to selective binding in molecular interactions, particularly in the development of kinase inhibitors and bioactive small molecules. The compound's synthetic versatility and potential for structure-activity relationship (SAR) studies make it a useful building block in medicinal chemistry.
2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol structure
892414-46-9 structure
Product Name:2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol
CAS No:892414-46-9
MF:C8H7F3N2O
MW:204.149192094803
MDL:MFCD24556540
CID:2156273
PubChem ID:16039351
Update Time:2025-11-02

2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol Chemical and Physical Properties

Names and Identifiers

    • 1H-pyrrolo[2,3-b]pyridin-3-ol, 2,3-dihydro-3-(trifluoromethyl)-
    • 3-(Trifluoromethyl)-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-3-ol
    • 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol (ACI)
    • C12579
    • EN300-814129
    • 3-(trifluoromethyl)-1,2-dihydropyrrolo[2,3-b]pyridin-3-ol
    • 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol
    • CS-14614
    • 3-(trifluoromethyl)-1H,2H,3H-pyrrolo[2,3-b]pyridin-3-ol
    • 892414-46-9
    • CS-M2166
    • AKOS037650307
    • SCHEMBL12131808
    • DTXSID901182733
    • 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol
    • MDL: MFCD24556540
    • Inchi: 1S/C8H7F3N2O/c9-8(10,11)7(14)4-13-6-5(7)2-1-3-12-6/h1-3,14H,4H2,(H,12,13)
    • InChI Key: IGFWDSXFKZETQZ-UHFFFAOYSA-N
    • SMILES: FC(C1(CNC2C1=CC=CN=2)O)(F)F

Computed Properties

  • Exact Mass: 204.05104734g/mol
  • Monoisotopic Mass: 204.05104734g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 233
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1
  • Topological Polar Surface Area: 45.2?2

2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol Pricemore >>

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2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Platinum dioxide Solvents: Ethanol ;  1 atm, rt; overnight, reflux
Reference
Synthesis and derivatization of 3-perfluoroalkyl-substituted 7-azaindoles
Schirok, Hartmut; Figueroa-Perez, Santiago; Thutewohl, Michael; Paulsen, Holger; Kroh, Walter; et al, Synthesis, 2007, (2), 251-258

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrogen Catalysts: Platinum dioxide Solvents: Ethanol ;  rt
1.2 Solvents: Ethanol ;  overnight, reflux
Reference
Improved Synthesis of the Selective Rho-Kinase Inhibitor 6-Chloro-N4-{3,5-difluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]phenyl}pyrimidin-2,4-diamine
Schirok, Hartmut; Paulsen, Holger; Kroh, Walter; Chen, Gang; Gao, Ping, Organic Process Research & Development, 2010, 14(1), 168-173

2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol Raw materials

2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol Preparation Products

Additional information on 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo2,3-bpyridin-3-ol

Exploring 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol (CAS No. 892414-46-9): Properties, Applications, and Market Trends

The compound 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol (CAS No. 892414-46-9) is a fluorinated heterocyclic molecule that has garnered significant attention in pharmaceutical and agrochemical research. With its unique structural features, including a pyrrolopyridine core and a trifluoromethyl group, this compound exhibits remarkable potential in drug discovery and material science. In this comprehensive guide, we delve into its chemical properties, synthesis methods, applications, and emerging trends in the industry.

Chemically, 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol belongs to the class of fused heterocycles, which are known for their bioactivity and versatility. The presence of the trifluoromethyl group enhances its lipophilicity and metabolic stability, making it a valuable scaffold in medicinal chemistry. Researchers have explored its role as a building block for kinase inhibitors and GPCR modulators, addressing pressing healthcare challenges such as oncology and CNS disorders.

One of the most searched questions about this compound revolves around its synthetic routes. The synthesis of 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol typically involves multi-step reactions, including cyclization and fluorination steps. Recent advancements in green chemistry have also prompted investigations into more sustainable synthetic approaches, aligning with the global push for environmentally friendly processes.

In the pharmaceutical sector, 892414-46-9 has been studied for its potential in treating neurodegenerative diseases and inflammatory conditions. Its ability to modulate key biological pathways has made it a candidate for next-generation therapeutics. Additionally, the agrochemical industry has shown interest in its derivatives for developing novel pesticides and herbicides, addressing the growing demand for crop protection solutions.

Market trends indicate a rising demand for fluorinated compounds like 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol, driven by their applications in life sciences and specialty chemicals. The compound’s patent landscape and commercial availability are frequently searched topics, reflecting industry interest in its scalability and cost-effectiveness.

From a regulatory perspective, CAS No. 892414-46-9 is not classified under restricted categories, ensuring its accessibility for research and development. However, users often inquire about its handling precautions and storage conditions, emphasizing the importance of safety in laboratory settings.

In conclusion, 2,3-Dihydro-3-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-ol represents a promising compound with diverse applications. Its integration into drug discovery pipelines and agrochemical formulations underscores its relevance in addressing contemporary scientific and industrial challenges. As research progresses, this molecule is poised to play a pivotal role in advancing innovation across multiple sectors.

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