Cas no 1032759-30-0 (N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine)

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine is a boronic ester derivative of pyrimidine, commonly employed as a versatile intermediate in Suzuki-Miyaura cross-coupling reactions. Its key advantages include high stability under ambient conditions, facilitating handling and storage, as well as compatibility with a wide range of reaction conditions. The presence of the dimethylamino group enhances its solubility in organic solvents, improving reaction efficiency. This compound is particularly valuable in pharmaceutical and agrochemical synthesis, where it serves as a building block for constructing complex heterocyclic frameworks. Its well-defined reactivity profile makes it a reliable choice for precision coupling in medicinal chemistry applications.
N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine structure
1032759-30-0 structure
Product Name:N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
CAS No:1032759-30-0
MF:C12H20BN3O2
MW:249.117102622986
MDL:MFCD07368238
CID:829106
PubChem ID:16414215
Update Time:2025-10-31

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine Chemical and Physical Properties

Names and Identifiers

    • N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
    • 2-Dimethylamino-pyrimidine-5-boronic acid pinacol ester
    • 2-Dimethylaminopyrimidine-5-Boronic Acid Pinacol Ester
    • 2-Dimethylaminopyrimidine-5-boronic acid, pinacol eser
    • ALTRENOGEST
    • 2-(Dimethylamino)pyrimidine-5-boronic acid pinacol ester
    • (2-(DIMETHYLAMINO)PYRIMIDIN-5-YL)BORONIC ACID PINACOL ESTER
    • BS-25975
    • dimethyl-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidin-2-yl]-amine
    • BCP05741
    • DTXSID10585959
    • N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine;2-(Dimethylamino)pyrimidine-5-boronic acid pinacol ester
    • SCHEMBL1192101
    • N,N-dimethyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine
    • MFCD07368238
    • N,N-Dmethyl-5-(4,4,5,5-Tetramethyl-1,3,2-doxaborolan-2-yl)pyrmdn-2-amne
    • J-000922
    • J-523261
    • EN300-2007661
    • AKOS015960247
    • AB31970
    • 2-dimethylamino-pyrimidin-5-boronic acid pinacol ester
    • 1032759-30-0
    • Z2044808341
    • 2-(Dimethylamino)pyrimidine-5-boronic acid pinacol ester, 97%
    • RMPRVJCNMPFBCX-UHFFFAOYSA-N
    • MDL: MFCD07368238
    • Inchi: 1S/C12H20BN3O2/c1-11(2)12(3,4)18-13(17-11)9-7-14-10(15-8-9)16(5)6/h7-8H,1-6H3
    • InChI Key: RMPRVJCNMPFBCX-UHFFFAOYSA-N
    • SMILES: O1B(C2=CN=C(N(C)C)N=C2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 249.16500
  • Monoisotopic Mass: 249.1648571g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 286
  • 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: 47.5?2

Experimental Properties

  • Density: 1.1±0.1 g/cm3
  • Melting Point: 107-112?°C
  • Boiling Point: 369.2±34.0 °C at 760 mmHg
  • Flash Point: 177.1±25.7 °C
  • PSA: 47.48000
  • LogP: 0.84180
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: 26
  • Hazardous Material Identification: Xi
  • Storage Condition:2-8°C

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine Pricemore >>

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N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine Production Method

Additional information on N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine: A Comprehensive Overview

N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine, with the CAS number 1032759-30-0, is a highly specialized organic compound that has garnered significant attention in the fields of organic synthesis and materials science. This compound is notable for its unique structural features and potential applications in advanced materials and electronic devices. The molecule consists of a pyrimidine ring system substituted with a dimethylamino group and a boron-containing dioxaborolane moiety, which contributes to its distinctive electronic and optical properties.

The synthesis of this compound involves a multi-step process that typically begins with the preparation of the pyrimidine core. The introduction of the dimethylamino group at the 2-position of the pyrimidine ring is achieved through nucleophilic substitution or amidation reactions. Subsequently, the dioxaborolane moiety is introduced at the 5-position via a coupling reaction, often utilizing palladium catalysts or other transition metal-mediated processes. The use of palladium catalysts has been particularly advantageous in this context due to their high efficiency and selectivity in forming carbon-boron bonds.

Recent studies have highlighted the potential of this compound as a precursor for the synthesis of advanced materials such as boron nitride (BN) nanomaterials. Boron nitride is known for its exceptional thermal stability and mechanical strength, making it a valuable material in high-performance applications such as aerospace and electronics. The ability to precisely control the structure and properties of BN nanomaterials through tailored precursors like N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine has opened new avenues for material design.

In addition to its role in materials science, this compound has also been explored for its potential in optoelectronic applications. The presence of the boron-containing dioxaborolane group imparts unique optical properties to the molecule, which can be exploited in light-emitting diodes (LEDs) and photovoltaic devices. Recent research has demonstrated that incorporating such boron-containing compounds into organic semiconductors can enhance their charge transport properties and improve device efficiency.

The structural versatility of N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine also makes it a valuable building block in medicinal chemistry. Its ability to form stable complexes with various metal ions has been leveraged in the development of novel drug delivery systems and contrast agents for medical imaging. For instance, studies have shown that this compound can act as a ligand for copper ions, forming complexes that exhibit strong fluorescence under near-infrared light. This property makes them ideal candidates for real-time monitoring of biological processes in vivo.

From an environmental standpoint, researchers have investigated the biodegradability and eco-friendliness of this compound. Preliminary studies suggest that under certain conditions, it can undergo enzymatic degradation without releasing toxic byproducts. This finding is particularly promising for applications where environmental sustainability is a critical concern.

In conclusion, N,N-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-yl)pyrimidin-2-amine) represents a versatile and multifunctional compound with significant potential across diverse fields such as materials science,
optoelectronics,
and medicinal chemistry.
Its unique structural features,
combined with recent advancements in synthetic methodologies,
position it as a key player in driving innovation across these disciplines.
As research continues to uncover new applications
and optimize its properties,
this compound is poised to make an even greater impact on both academic and industrial landscapes.

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