Cas no 1267673-15-3 (2-Chloro-5-(3-methoxyphenyl)pyrimidine)

2-Chloro-5-(3-methoxyphenyl)pyrimidine is a versatile heterocyclic compound featuring a pyrimidine core substituted with a chloro group at the 2-position and a 3-methoxyphenyl moiety at the 5-position. This structure imparts reactivity suitable for further functionalization, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The chloro group facilitates nucleophilic substitution reactions, while the methoxyphenyl substituent enhances electronic diversity, enabling applications in cross-coupling and scaffold diversification. Its well-defined chemical properties ensure consistent performance in synthetic routes, particularly in the development of biologically active molecules. The compound is characterized by high purity and stability, meeting stringent requirements for research and industrial use.
2-Chloro-5-(3-methoxyphenyl)pyrimidine structure
1267673-15-3 structure
Product Name:2-Chloro-5-(3-methoxyphenyl)pyrimidine
CAS No:1267673-15-3
MF:C11H9ClN2O
MW:220.65496134758
MDL:MFCD19318523
CID:4780949
Update Time:2025-05-25

2-Chloro-5-(3-methoxyphenyl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-(3-methoxyphenyl)pyrimidine
    • MDL: MFCD19318523
    • Inchi: 1S/C11H9ClN2O/c1-15-10-4-2-3-8(5-10)9-6-13-11(12)14-7-9/h2-7H,1H3
    • InChI Key: YDTRFSDQVJFKAC-UHFFFAOYSA-N
    • SMILES: ClC1=NC=C(C=N1)C1C=CC=C(C=1)OC

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 195
  • XLogP3: 2.8
  • Topological Polar Surface Area: 35

2-Chloro-5-(3-methoxyphenyl)pyrimidine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Matrix Scientific
214164-2.500g
2-Chloro-5-(3-methoxyphenyl)pyrimidine, 95%
1267673-15-3 95%
2.500g
$1733.00 2023-09-06

2-Chloro-5-(3-methoxyphenyl)pyrimidine Related Literature

Additional information on 2-Chloro-5-(3-methoxyphenyl)pyrimidine

2-Chloro-5-(3-methoxyphenyl)pyrimidine (CAS No. 1267673-15-3)

2-Chloro-5-(3-methoxyphenyl)pyrimidine, also known by its CAS registry number 1267673-15-3, is a heterocyclic organic compound with significant potential in various fields of chemistry and materials science. This compound belongs to the pyrimidine family, which is a six-membered ring consisting of four carbon atoms and two nitrogen atoms at positions 1 and 3. The presence of a chlorine atom at position 2 and a methoxy-substituted phenyl group at position 5 introduces unique electronic and steric properties to the molecule, making it a valuable substrate for further functionalization and application in diverse chemical systems.

The synthesis of 2-Chloro-5-(3-methoxyphenyl)pyrimidine typically involves multi-step organic reactions, often starting from readily available starting materials such as pyrimidine derivatives or aromatic compounds. Recent advancements in catalytic methodologies have enabled more efficient and selective syntheses, reducing the environmental footprint of the production process. For instance, researchers have explored the use of transition metal catalysts to facilitate coupling reactions, which are critical in constructing the carbon-nitrogen bonds within the pyrimidine framework.

In terms of applications, 2-Chloro-5-(3-methoxyphenyl)pyrimidine has garnered attention in the field of drug discovery due to its potential as a scaffold for bioactive molecules. Pyrimidines are well-known for their role in nucleic acids (e.g., thymine, cytosine, uracil), and their derivatives often exhibit interesting pharmacological properties. Recent studies have demonstrated that this compound can serve as a lead structure for developing inhibitors of key enzymes involved in metabolic disorders, such as diabetes and obesity. For example, its ability to modulate the activity of AMP-activated protein kinase (AMPK), a crucial regulator of energy metabolism, has been explored in preclinical models.

Beyond medicinal chemistry, 2-Chloro-5-(3-methoxyphenyl)pyrimidine has also found applications in materials science. Its aromaticity and heterocyclic nature make it a promising candidate for use in organic electronics, particularly as a component of semiconducting materials or light-emitting diodes (LEDs). Researchers have investigated its ability to form self-assembled monolayers on various substrates, which could enhance the performance of electronic devices by improving charge transport properties.

From an environmental standpoint, the development of sustainable synthetic routes for 2-Chloro-5-(3-methoxyphenyl)pyrimidine is a topic of growing interest. Green chemistry principles are being increasingly applied to minimize waste generation and reduce reliance on hazardous reagents. For instance, microwave-assisted synthesis has been employed to accelerate reaction rates while lowering energy consumption. Additionally, recycling strategies for byproducts are being explored to enhance the overall atom economy of the synthesis process.

In conclusion, 2-Chloro-5-(3-methoxyphenyl)pyrimidine (CAS No. 1267673-15-3) stands as a versatile building block with multifaceted applications across chemistry and related disciplines. Its unique structural features and tunable properties continue to drive innovation in drug discovery, materials science, and sustainable synthetic methodologies. As research progresses, this compound is expected to unlock new possibilities for addressing pressing challenges in health care and technology.

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