Cas no 1105665-37-9 (2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)

2-Propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is a boronic ester derivative of pyridine, commonly employed as an intermediate in Suzuki-Miyaura cross-coupling reactions. The presence of the pinacol boronate group enhances stability and solubility in organic solvents, facilitating handling and storage. The isopropyl substituent on the pyridine ring may influence steric and electronic properties, potentially improving selectivity in coupling reactions. This compound is particularly useful in pharmaceutical and agrochemical synthesis, where functionalized pyridines are often required. Its compatibility with diverse reaction conditions and high purity make it a reliable choice for constructing complex heterocyclic frameworks. Proper storage under inert conditions is recommended to maintain reactivity.
2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine structure
1105665-37-9 structure
Product Name:2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
CAS No:1105665-37-9
MF:C14H22BNO2
MW:247.14098405838
CID:1098876
PubChem ID:45786492
Update Time:2025-06-28

2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(1-methylethyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-Pyridine
    • 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
    • CS-0140543
    • AT40432
    • AKOS015940578
    • MB11596
    • 1105665-37-9
    • 2-ISOPROPYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE
    • Inchi: 1S/C14H22BNO2/c1-10(2)12-8-7-11(9-16-12)15-17-13(3,4)14(5,6)18-15/h7-10H,1-6H3
    • InChI Key: VOWCJMHHUBKRHF-UHFFFAOYSA-N
    • SMILES: O1B(C2C=NC(=CC=2)C(C)C)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 247.174
  • Monoisotopic Mass: 247.174
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 288
  • 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: 31.4A^2

Experimental Properties

  • Density: 1.0±0.1 g/cm3
  • Melting Point: Not available
  • Boiling Point: 326.6±30.0 °C at 760 mmHg
  • Flash Point: 151.3±24.6 °C
  • PSA: 31.35000
  • LogP: 2.50420
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

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Additional information on 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Professional Introduction to 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS No. 1105665-37-9)

Compound 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, identified by its CAS number 1105665-37-9, is a specialized organic molecule with significant applications in the field of pharmaceutical chemistry and synthetic biology. This compound belongs to the class of pyridine derivatives, which are widely recognized for their diverse biological activities and roles in drug development. The unique structural features of this compound, particularly its boronic acid moiety and pyridine ring system, make it a valuable intermediate in various synthetic protocols.

The< strong> boronic acid functional group attached to the pyridine ring is a critical feature that enhances its reactivity in cross-coupling reactions, such as the Suzuki-Miyaura coupling. This reaction is pivotal in constructing complex molecular architectures and has been extensively utilized in the synthesis of biologically active compounds. The< strong> tetramethyl-substituted dioxaborolane portion of the molecule provides stability and facilitates selective transformations, making it an ideal candidate for use in fine chemical synthesis.

In recent years, there has been a growing interest in the development of novel heterocyclic compounds for medicinal applications. Pyridine derivatives have been extensively studied due to their ability to modulate various biological pathways. The< strong> 2-propan-2-yl substituent in this compound contributes to its lipophilicity, which can be advantageous for membrane permeability and oral bioavailability. These properties make it a promising candidate for further exploration in drug discovery.

The< strong> 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl group is particularly noteworthy as it enhances the compound's stability under various reaction conditions while maintaining reactivity in cross-coupling processes. This stability is crucial for large-scale synthesis and ensures consistent yields in pharmaceutical manufacturing. The combination of these structural elements makes< strong> 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine a versatile building block for constructing more complex molecules.

Recent advancements in synthetic methodologies have highlighted the importance of boronic acid-containing compounds in drug development. The ability to efficiently introduce these moieties into target molecules has opened new avenues for creating innovative therapeutic agents. For instance, studies have demonstrated the utility of< strong> 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in generating novel pyridine-based drugs that exhibit potent activity against various diseases. These findings underscore the compound's significance in modern medicinal chemistry.

The< strong> pyridine ring is a cornerstone of many pharmacophores due to its ability to interact with biological targets through hydrogen bonding and other non-covalent interactions. The presence of additional functional groups on this ring can further modulate its binding properties. In the case of< strong> 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine , the boronic acid group provides an additional site for chemical modification via cross-coupling reactions. This dual functionality allows for the construction of highly diverse molecular libraries.

In conclusion,< strong> 2-propan-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-y l)pyridine (CAS No. 1105665-379) is a multifaceted compound with significant potential in pharmaceutical research and development. Its unique structural features and reactivity make it an invaluable tool for synthetic chemists working on next-generation therapeutics. As research continues to uncover new applications for this compound and related derivatives,< strong >its importance is likely to grow further.

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