Cas no 659742-21-9 ((6-methylpyridin-3-yl)boronic acid)

(6-Methylpyridin-3-yl)boronic acid is a heteroaryl boronic acid derivative widely used as a versatile building block in Suzuki-Miyaura cross-coupling reactions. Its pyridine scaffold, substituted with a methyl group at the 6-position, enhances stability and reactivity, making it valuable in pharmaceutical and agrochemical synthesis. The boronic acid moiety facilitates efficient coupling with aryl halides or pseudohalides under mild conditions, enabling the construction of biaryl structures. This compound exhibits good solubility in common organic solvents, ensuring compatibility with diverse reaction conditions. Its consistent performance and high purity make it a reliable reagent for medicinal chemistry and material science applications. Proper handling under inert conditions is recommended to maintain stability.
(6-methylpyridin-3-yl)boronic acid structure
659742-21-9 structure
Product Name:(6-methylpyridin-3-yl)boronic acid
CAS No:659742-21-9
MF:C6H8BNO2
MW:136.944221496582
MDL:MFCD06801736
CID:68564
PubChem ID:2763081
Update Time:2025-05-19

(6-methylpyridin-3-yl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-5-pyridinylboronic acid
    • 2-Picoline-5-boronic acid
    • 6-Methylpyridine-3-boronic Acid
    • (6-Methylpyridin-3-yl)boronic acid
    • 6-METHYLPYRIDIN-3-YLBORONIC ACID
    • 6-Methylpyridine-3-b
    • (6-methyl-3-pyridinyl)boronic acid
    • (6-methyl-3-pyridyl)boronic acid
    • (6-methylpyridine-3-yl)boronic acid
    • 2-Methyl-5-boronic acid
    • 2-Methyl-5-pyridine acid
    • 2-METHYL-5-PYRIDINEBORONIC ACID
    • 2-Methylpyridin-5-ylboronic acid
    • 2-METHYLPYRIDINE-5-BORONIC ACID
    • 2-picolin-5-boronic acid
    • 6-Methylpyridine-3-Boronic
    • AB30208
    • 659742-21-9
    • SY019413
    • DTXSID00984457
    • (6-methylpyridin-3-yl)-boronic acid
    • AKOS000352236
    • MZUSCPDSQJSBSY-UHFFFAOYSA-N
    • Boronic acid, (6-methyl-3-pyridinyl)-
    • (6-methylpyridin-3-yl)boronicAcid
    • (6-methylpyridin-3-yl) boronic acid
    • 6-methyl-3-pyridineboronic acid
    • EN300-214134
    • (6-methylpyrdin-3-yl)-boronic acid
    • AS-18717
    • AM20061420
    • MFCD06801736
    • 6-METHYLPYRIDIN-3-YL-3-BORONIC ACID
    • J-518919
    • SCHEMBL116584
    • AC-6166
    • CS-W003979
    • BP-11291
    • BCP03648
    • 6-Methylpyridine-3-boronic acid, AldrichCPR
    • A8923
    • FT-0602169
    • 2-(2,3-DICHLOROPHENYL)-1,3-THIAZOLE-4-CARBONYLCHLORIDE
    • NCGC00249570-01
    • 2-methyl-pyridine-5-boronic acid
    • 2-Picoline-5-boronic acid,98%
    • BBL101187
    • STL554983
    • DB-014143
    • (6-methylpyridin-3-yl)boronic acid
    • MDL: MFCD06801736
    • Inchi: 1S/C6H8BNO2/c1-5-2-3-6(4-8-5)7(9)10/h2-4,9-10H,1H3
    • InChI Key: MZUSCPDSQJSBSY-UHFFFAOYSA-N
    • SMILES: OB(C1=CN=C(C)C=C1)O

Computed Properties

  • Exact Mass: 137.06500
  • Monoisotopic Mass: 137.065
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • 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: 53.4A^2

Experimental Properties

  • Color/Form: White or yellow crystals
  • Density: 1.18
  • Melting Point: 114-117°C
  • Boiling Point: 294.7 °C at 760 mmHg
  • Flash Point: 132 °C
  • Refractive Index: 1.528
  • PSA: 53.35000
  • LogP: -0.93020

(6-methylpyridin-3-yl)boronic acid Security Information

(6-methylpyridin-3-yl)boronic acid Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(6-methylpyridin-3-yl)boronic acid Production Method

(6-methylpyridin-3-yl)boronic acid Related Literature

Additional information on (6-methylpyridin-3-yl)boronic acid

Introduction to (6-methylpyridin-3-yl)boronic Acid (CAS No: 659742-21-9)

(6-methylpyridin-3-yl)boronic acid is a specialized organoboron compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound, identified by its CAS number 659742-21-9, is a key intermediate in the synthesis of various biologically active molecules. Its unique structural properties make it particularly valuable in the development of novel therapeutic agents and materials.

The boronic acid functional group in (6-methylpyridin-3-yl)boronic acid contributes to its reactivity and utility in cross-coupling reactions, which are fundamental to modern synthetic organic chemistry. These reactions, particularly the Suzuki-Miyaura coupling, have revolutionized the way complex organic molecules are constructed. The presence of the methylpyridine moiety enhances the compound's solubility and stability, making it an attractive choice for various synthetic applications.

In recent years, there has been a surge in research focused on the development of boronic acid derivatives for their potential therapeutic applications. Studies have highlighted the role of boronic acids in inhibiting enzymes and receptors, which has led to their incorporation into drugs targeting diseases such as cancer and infectious disorders. The specific arrangement of atoms in (6-methylpyridin-3-yl)boronic acid allows for fine-tuning of its interactions with biological targets, making it a versatile tool for medicinal chemists.

One of the most compelling aspects of (6-methylpyridin-3-yl)boronic acid is its role in the synthesis of targeted therapeutics. Researchers have leveraged its reactivity to develop inhibitors that selectively bind to disease-causing proteins. For instance, studies have demonstrated its utility in creating small molecule inhibitors that disrupt signaling pathways involved in cancer progression. The ability to modify the boronic acid core while maintaining its functional integrity has opened up new avenues for drug discovery.

The chemical properties of (6-methylpyridin-3-yl)boronic acid also make it a valuable material in advanced materials science. Its ability to participate in stable yet reversible interactions has been exploited in the development of smart materials and sensors. These materials can respond to environmental stimuli, such as changes in pH or temperature, by altering their physical or chemical properties. This functionality is particularly useful in applications ranging from biomedical devices to environmental monitoring systems.

Recent advancements in computational chemistry have further enhanced the understanding and application of (6-methylpyridin-3-yl)boronic acid. Molecular modeling techniques allow researchers to predict how this compound will behave in various reactions and environments. This predictive power has accelerated the discovery process by enabling virtual screening of potential drug candidates before they are synthesized in the lab. Such innovations are crucial for bringing new therapies to market more efficiently.

The synthesis of (6-methylpyridin-3-yl)boronic acid itself is a testament to the progress made in synthetic chemistry. Modern methodologies have made it possible to produce this compound with high purity and yield, thanks to optimized reaction conditions and catalysts. This accessibility has democratized its use among researchers worldwide, fostering a collaborative environment where new ideas can be rapidly tested and validated.

The future prospects for (6-methylpyridin-3-yl)boronic acid are promising, with ongoing research exploring its potential in diverse fields. From developing next-generation pharmaceuticals to creating innovative materials, this compound continues to be a cornerstone of scientific discovery. Its versatility and reactivity ensure that it will remain a critical component in both academic and industrial research for years to come.

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