Production Method 1

951885-05-5

Reaction Conditions

Reference

Preparation of pyrazolo[3,4-c]quinoline compounds as phosphatidylinositol 3 kinase inhibitors for therapeutic applications

, World Intellectual Property Organization, , ,

N-Benzyl-5-bromopicolinamide Preparation Products

• N-Benzyl-5-bromopicolinamide (951885-05-5)

• 1. Exceptionally high temperature spin crossover in amide-functionalised 2,6-bis(pyrazol-1-yl)pyridine iron(ii) complex revealed by variable temperature Raman spectroscopy and single crystal X-ray diffraction?
  Max Attwood,Hiroki Akutsu,Lee Martin,Toby J. Blundell,Pierre Le Maguere,Scott S. Turner Dalton Trans., 2021,50, 11843-11851
• 2. Excitable dynamics in the bromate–sulfite–ferrocyanide reaction
  J. Zagora,M. Vosla?,L. Schreiberová,I. Schreiber Phys. Chem. Chem. Phys., 2002,4, 1284-1291
• 3. Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers?
  Zhixia Liu,Tingjian Chen,Floyd E. Romesberg Chem. Sci., 2017,8, 8179-8182
• 4. Excited state potential energy surfaces and their interactions in FeIVO active sites
  Shaun D. Wong,Edward I. Solomon Dalton Trans., 2014,43, 17567-17577
• 5. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
  Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxamides
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridinecarboxylic acids and derivatives Pyridinecarboxamides

N-Benzyl-5-bromopicolinamide (CAS 951885-05-5): A Versatile Chemical Building Block for Pharmaceutical Research

N-Benzyl-5-bromopicolinamide (CAS 951885-05-5) is an important heterocyclic compound that has gained significant attention in pharmaceutical and medicinal chemistry research. This brominated picolinamide derivative serves as a valuable intermediate in the synthesis of various biologically active molecules, particularly in the development of kinase inhibitors and central nervous system (CNS) targeting drugs.

The molecular structure of N-Benzyl-5-bromopicolinamide features a pyridine ring substituted with a bromine atom at the 5-position and an amide functional group at the 2-position, which is further modified with a benzyl substituent. This unique arrangement provides multiple sites for chemical modification, making it an excellent scaffold for drug discovery. Researchers particularly value its 5-bromopicolinamide core for creating targeted molecular libraries.

Recent studies have highlighted the importance of N-Benzyl-5-bromopicolinamide derivatives in developing treatments for neurodegenerative diseases, a hot topic in current medical research. The compound's ability to cross the blood-brain barrier makes it particularly interesting for CNS drug development, addressing one of the most challenging areas in modern pharmacology. Scientists are exploring its potential in creating novel neuroprotective agents and cognitive enhancers.

In synthetic chemistry, N-Benzyl-5-bromopicolinamide serves as a crucial intermediate for Suzuki-Miyaura cross-coupling reactions, one of the most widely used methods in medicinal chemistry. The bromine substituent at the 5-position allows for efficient palladium-catalyzed coupling with various boronic acids, enabling the rapid generation of diverse compound libraries. This property aligns perfectly with current trends in high-throughput screening and combinatorial chemistry approaches.

The pharmaceutical industry has shown growing interest in 5-bromopicolinamide derivatives due to their potential in developing selective kinase inhibitors. With the increasing focus on personalized medicine and targeted cancer therapies, compounds like N-Benzyl-5-bromopicolinamide provide essential building blocks for creating molecules that can specifically inhibit disease-related kinases while minimizing off-target effects.

From a commercial perspective, the demand for N-Benzyl-5-bromopicolinamide (CAS 951885-05-5) has been steadily increasing, particularly from contract research organizations and pharmaceutical companies engaged in early-stage drug discovery. The compound's relatively stable nature under standard laboratory conditions and its compatibility with various organic solvents make it convenient for research applications.

Quality control of N-Benzyl-5-bromopicolinamide typically involves advanced analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry to ensure high purity levels required for pharmaceutical applications. Researchers should pay particular attention to the compound's storage conditions, as amide compounds can be sensitive to moisture over extended periods.

Recent advancements in green chemistry have also explored more sustainable synthetic routes to N-Benzyl-5-bromopicolinamide derivatives, addressing the growing environmental concerns in chemical manufacturing. These developments align with the pharmaceutical industry's increasing focus on green synthetic methodologies and process optimization.

For researchers working with N-Benzyl-5-bromopicolinamide, proper laboratory safety protocols should always be followed, including the use of appropriate personal protective equipment. While the compound doesn't fall under strict regulatory controls, standard precautions for handling organic compounds should be maintained.

The future outlook for N-Benzyl-5-bromopicolinamide (CAS 951885-05-5) appears promising, with ongoing research exploring its potential in various therapeutic areas. As drug discovery efforts continue to focus on small molecule therapeutics and targeted drug delivery, the demand for specialized intermediates like this brominated picolinamide is expected to grow significantly in the coming years.

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