For synthetic chemists, mastering efficient C-C bond formation is fundamental to creating complex organic molecules. The Suzuki-Miyaura cross-coupling reaction remains a cornerstone technique, celebrated for its versatility, functional group tolerance, and mild reaction conditions. Within this context, halogenated heterocycles like 2-Chloro-3-pyridinamine (CAS 6298-19-7) serve as valuable coupling partners. This article delves into the utility of this specific pyridine derivative for chemists looking to buy high-quality intermediates for their synthetic endeavors.

2-Chloro-3-pyridinamine: A Reactive Pyridine Building Block

2-Chloro-3-pyridinamine, also known as 2-chloro-3-aminopyridine, is a pyridine derivative featuring a chlorine atom at the 2-position and an amine group at the 3-position. This arrangement provides distinct reactivity profiles. The chlorine atom, especially on the electron-deficient pyridine ring, is amenable to palladium-catalyzed cross-coupling reactions, including the Suzuki-Miyaura coupling. Its typical form as an off-white to yellow to pink crystalline powder, with purity often exceeding 99%, makes it a reliable choice for precise synthetic work.

The Suzuki-Miyaura Reaction Mechanism with Halopyridines

In a typical Suzuki-Miyaura coupling, an aryl or vinyl halide (or pseudohalide) reacts with an organoboron compound (like a boronic acid or ester) in the presence of a palladium catalyst and a base. For 2-Chloro-3-pyridinamine, the chlorine atom serves as the electrophilic coupling partner. The reaction proceeds via a catalytic cycle involving oxidative addition of the palladium catalyst to the C-Cl bond, transmetalation with the organoboron species, and reductive elimination to form the new C-C bond and regenerate the catalyst.

Advantages for Synthetic Chemists

  • Versatility: The pyridine scaffold is prevalent in many biologically active molecules, making 2-Chloro-3-pyridinamine a useful precursor for pharmaceuticals, agrochemicals, and materials science.
  • Functional Group Tolerance: The Suzuki-Miyaura coupling is known for its compatibility with a wide array of functional groups, allowing for the synthesis of complex molecules without extensive protection/deprotection steps.
  • Accessibility: As a fine chemical intermediate, 2-Chloro-3-pyridinamine is readily available from specialized manufacturers and suppliers. Sourcing from reputable companies, particularly those in China, can ensure competitive pricing and consistent quality.
  • Ease of Handling: Its crystalline powder form generally facilitates weighing and handling in the laboratory setting.

Sourcing High-Quality Intermediates

When procuring 2-Chloro-3-pyridinamine for critical synthetic projects, chemists must prioritize reliable suppliers who can guarantee high purity (≥99%) and consistent quality. Companies specializing in fine chemical intermediates, particularly those with manufacturing capabilities in China, are excellent resources. They can provide not only the material but also the necessary technical documentation and support. When inquiring about price, be sure to specify the required quantity and purity level.

Conclusion

2-Chloro-3-pyridinamine is an indispensable tool in the modern synthetic chemist's arsenal, especially when employing the power of Suzuki-Miyaura cross-coupling. Its accessibility and reactivity make it a valuable intermediate for research and development across multiple disciplines. We are a trusted manufacturer and supplier dedicated to providing chemists with high-purity 2-chloro-3-pyridinamine to facilitate their groundbreaking work. Contact us to discuss your specific needs and secure your supply.