Production Method 1

73183-34-3

349395-87-5

832114-06-4

Reaction Conditions

1.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ;  16 h, 80 °C

Reference

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Taylor, Nicholas J.; et al, Journal of the American Chemical Society, 2017, 139(24), 8267-8276

Production Method 2

109-01-3

586-75-4

832114-06-4

Reaction Conditions

1.1 Solvents: Pyridine ;  16 h, rt
2.1 Reagents: Potassium acetate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ;  16 h, 80 °C

Reference

Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands

Taylor, Nicholas J.; et al, Journal of the American Chemical Society, 2017, 139(24), 8267-8276

4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester Raw materials

• 1-Methylpiperazine
• 4-Bromobenzoyl chloride
• Bis(pinacolato)diborane
• 1-(4-bromobenzoyl)-4-methylpiperazine

4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester Preparation Products

• 4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester (832114-06-4)

• 1. An investigation on the second-order nonlinear optical response of cationic bipyridine or phenanthroline iridium(iii) complexes bearing cyclometallated 2-phenylpyridines with a triphenylamine substituent?
  David B. Cordes,Alexandra M. Z. Slawin,Stefania Righetto,Denis Jacquemin,Eli Zysman-Colman,Véronique Guerchais Dalton Trans., 2018,47, 8292-8300
• 2. An insight into the role of side chains in the microstructure and carrier mobility of high-performance conjugated polymers?
  Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480
• 3. An AuNPs-functionalized AlGaN/GaN high electron mobility transistor sensor for ultrasensitive detection of TNT?
  Ying Li,Weirong Yao,Yunfei Xie,Renjun Pei RSC Adv., 2015,5, 98724-98729
• 4. An interplay between electronic and structural effects on the photoluminescence decay mechanisms in LaPO4·nH2O:Tb3+ and LaPO4:Tb3+ single-crystal nanorods?
  M. T. Colomer,S. Díaz-Moreno,A. Tamayo,A. L. Ortiz J. Mater. Chem. C, 2018,6, 12643-12651
• 5. An aquatic host–guest complex between a supramolecular G-quadruplex and the anticancer drug doxorubicin?
  José M. Rivera,Mariana Martín-Hidalgo,Jean C. Rivera-Ríos Org. Biomol. Chem., 2012,10, 7562-7565

Introduction to 4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester (CAS No. 832114-06-4)

4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester, with the CAS number 832114-06-4, is a specialized chemical compound that has garnered significant attention in the field of pharmaceutical research and development. This compound belongs to the class of boronic acid esters, which are widely recognized for their utility in various biochemical applications, particularly in the synthesis of drugs and diagnostic agents.

The structure of this compound features a phenyl ring substituted with a boronic acid pinacol ester group and an amide linkage to a 4-methylpiperazine moiety. The presence of the boronic acid pinacol ester makes it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions, which are fundamental in constructing complex organic molecules. These reactions are particularly important in the pharmaceutical industry for the development of novel therapeutic agents.

In recent years, there has been a surge in research focused on the development of small-molecule inhibitors for various diseases. The unique structural features of 4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester make it a promising candidate for such applications. Specifically, the 4-methylpiperazine group is known for its ability to interact with biological targets, while the boronic acid pinacol ester provides a handle for further chemical modifications.

One of the most compelling aspects of this compound is its potential in drug discovery. Boronic acid esters have been extensively studied for their role in creating bioconjugates and probes used in medical imaging. The ability to functionalize the boronic acid group allows for the attachment of various biomolecules, making it an ideal tool for developing targeted therapies. For instance, researchers have explored its use in creating protease inhibitors, which are crucial in treating conditions such as cancer and inflammation.

Recent studies have also highlighted the importance of 4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester in the development of next-generation anticancer agents. The combination of the 4-methylpiperazine and phenylboronic acid moieties offers a unique scaffold that can interact with specific enzymes and receptors involved in cancer cell proliferation. This has led to investigations into its efficacy as a monotherapy or in combination with existing chemotherapeutic agents.

The pharmaceutical industry has been particularly interested in this compound due to its versatility and synthetic accessibility. The pinacol ester form provides stability while allowing for facile transformations into other functional groups. This makes it a valuable building block for medicinal chemists seeking to develop new drug candidates. Additionally, the compound's solubility profile enhances its utility in various biochemical assays and drug formulation processes.

Another area where this compound has shown promise is in the field of diagnostic imaging. Boron-containing compounds have been utilized in positron emission tomography (PET) scans due to their ability to be selectively taken up by tumors and other pathological tissues. The structure of 4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester lends itself well to modifications that could enhance its imaging properties, potentially leading to more accurate and sensitive diagnostic tools.

The synthesis of this compound involves multi-step organic reactions that require precise control over reaction conditions. Advanced techniques such as flow chemistry have been employed to optimize yields and purity. These methods ensure that researchers obtain high-quality material suitable for further applications. The growing interest in green chemistry has also driven efforts to develop more sustainable synthetic routes, reducing waste and minimizing hazardous byproducts.

In conclusion, 4-(4-Methylpiperazine-1-carbonyl)phenylboronic Acid Pinacol Ester (CAS No. 832114-06-4) is a versatile and innovative compound with significant potential in pharmaceutical research and development. Its unique structural features make it an invaluable tool for creating novel therapeutic agents, diagnostic probes, and imaging agents. As research continues to advance, this compound is likely to play an increasingly important role in addressing some of the most pressing challenges in medicine today.

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