Cas no 908287-21-8 (4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde)

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde is a heterocyclic compound featuring a chloro-substituted pyrrolopyrimidine core with an aldehyde functional group at the 5-position. This structure serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its reactive aldehyde group enables facile derivatization, while the chloro substituent enhances its utility in cross-coupling reactions. The compound’s rigid fused-ring system contributes to its stability and selectivity in forming complex molecular architectures. It is commonly employed in medicinal chemistry for the synthesis of kinase inhibitors and other biologically active molecules. High purity and consistent quality make it suitable for research and industrial applications.
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde structure
908287-21-8 structure
Product Name:4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde
CAS No:908287-21-8
MF:C7H4ClN3O
MW:181.579159736633
MDL:MFCD12406099
CID:838801
PubChem ID:56763828
Update Time:2025-06-13

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde
    • 4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE-5-CARBOXALDEHYDE
    • SEGITDCEHFAQNG-UHFFFAOYSA-N
    • PB11007
    • ST1191215
    • AM20120308
    • W9340
    • 1H-Pyrrolo[2,3-d]pyrimidine-5-carboxaldehyde, 4-chloro- (9CI)
    • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxaldehyde (ACI)
    • SY012778
    • MFCD12406099
    • DTXSID20718271
    • DA-48537
    • EN300-312483
    • J-515130
    • AKOS015850503
    • AS-42318
    • SCHEMBL154881
    • 908287-21-8
    • CS-0050894
    • MDL: MFCD12406099
    • Inchi: 1S/C7H4ClN3O/c8-6-5-4(2-12)1-9-7(5)11-3-10-6/h1-3H,(H,9,10,11)
    • InChI Key: SEGITDCEHFAQNG-UHFFFAOYSA-N
    • SMILES: O=CC1C2C(=NC=NC=2Cl)NC=1

Computed Properties

  • Exact Mass: 181.00400
  • Monoisotopic Mass: 181.0042895g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 190
  • 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
  • Topological Polar Surface Area: 58.6
  • XLogP3: 1.1

Experimental Properties

  • Density: 1.622
  • PSA: 58.64000
  • LogP: 1.42380

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde 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%

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde Pricemore >>

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4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 1 h, -78 °C
1.2 -78 °C; 30 min, -78 °C; overnight, rt
1.3 Reagents: Water ;  rt
Reference
Zika Virus Inhibitors Based on a 1,3-Disubstituted 1H-Pyrazolo[3,4-d]pyrimidine-amine Scaffold
Jung, Eunkyung; Soto-Acosta, Ruben; Geraghty, Robert J. ; Chen, Liqiang, Molecules, 2022, 27(18),

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde Raw materials

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde Preparation Products

Additional information on 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde

Comprehensive Overview of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde (CAS No. 908287-21-8)

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde (CAS No. 908287-21-8) is a heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. This compound belongs to the pyrrolopyrimidine family, a class of nitrogen-containing heterocycles known for their broad biological activities. Researchers are particularly interested in its potential applications as a building block for drug discovery, especially in the development of kinase inhibitors and antiviral agents.

The molecular structure of 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde features a chloro substituent at the 4-position and an aldehyde functional group at the 5-position, which makes it a versatile intermediate for further chemical modifications. Its CAS number 908287-21-8 is frequently searched in scientific databases, reflecting its importance in synthetic chemistry. Recent studies highlight its role in the synthesis of small-molecule therapeutics, particularly in oncology and immunology research.

One of the trending topics in the scientific community is the exploration of pyrrolopyrimidine derivatives as potential treatments for chronic inflammatory diseases. Given the rising global prevalence of conditions like rheumatoid arthritis and psoriasis, researchers are investigating how 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde can be utilized to design novel anti-inflammatory agents. Its aldehyde group offers a reactive site for conjugation with other pharmacophores, enhancing drug-like properties.

In addition to its pharmaceutical applications, this compound is also studied for its potential in agrochemical innovation. With increasing demand for sustainable crop protection solutions, scientists are examining its derivatives as candidates for next-generation pesticides. The chloro and aldehyde functionalities provide opportunities for structural optimization to improve efficacy and environmental safety.

From a synthetic chemistry perspective, CAS No. 908287-21-8 is often discussed in forums and publications focusing on heterocyclic compound synthesis. Its preparation typically involves multi-step reactions, including Vilsmeier-Haack formylation and nucleophilic substitution. These methods are critical for researchers aiming to scale up production for industrial applications.

The compound’s stability and solubility profiles are also subjects of ongoing research. Understanding these properties is essential for formulating bioavailable drug candidates. Recent advancements in computational chemistry have enabled predictive modeling of its behavior in biological systems, further accelerating drug development pipelines.

Given the growing interest in personalized medicine, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde is being explored for its potential in targeted therapies. Its modular structure allows for customization to address specific genetic mutations, aligning with the trend toward precision healthcare.

In summary, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde (CAS No. 908287-21-8) is a pivotal compound in modern chemical research. Its applications span from drug discovery to agrochemical development, making it a valuable asset for scientists addressing global health and agricultural challenges. As research progresses, its role in innovative therapeutics and sustainable solutions is expected to expand significantly.

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