2-(Methylamino)pyridine CAS#4597-87-9

Introduction of 2-(Methylamino)pyridine
2-(Methylamino)pyridine, also referred to as MAP, is an organic compound with the molecular formula C₆H₈N₂. It is widely utilized in the pharmaceutical and chemical industries as a key intermediate for the synthesis of various drugs and fine chemicals. This article outlines the properties, applications, and synthesis methods of 2-(Methylamino)pyridine.

Properties of 2-(Methylamino)pyridine

Physical properties: This compound is a colorless to pale yellow liquid with a pungent odor. It has a boiling point of 208–209 °C and a melting point of –35 °C.

Chemical properties: As a basic compound, it can act as a nucleophile in diverse chemical reactions and also serves as an effective ligand for transition metal catalysts.

Safety: Classified as hazardous, it must be handled with caution. It can cause irritation to the skin and eyes and is toxic if inhaled or ingested.

Applications of 2-(Methylamino)pyridine

Pharmaceutical industry: Used as an intermediate in the synthesis of drugs such as antihistamines, antipsychotics, and antidepressants.

Chemical industry: Applied as a catalyst in polymer synthesis and agrochemical production.

Research: Employed as a ligand in scientific studies, including the development of new catalytic systems and investigations into metal–ligand interactions.

Synthesis of 2-(Methylamino)pyridine

One-pot method: Produced by reacting 2-chloropyridine with formaldehyde and methylamine in a single-step process.

Two-step method: Prepared by first converting 2-chloropyridine into 2-pyridylmethanol using sodium methoxide, followed by reaction with methylamine.

Alternative methods: Additional approaches include the reaction of 2-bromopyridine with methylamine or the reaction of 2-pyridylmagnesium bromide with formaldehyde and methylamine.

Conclusion
2-(Methylamino)pyridine is a versatile compound with significant value in both pharmaceutical and chemical industries. Its distinct properties make it a useful building block for the synthesis of various drugs and specialty chemicals. Nonetheless, due to its hazardous nature, strict safety precautions are essential during handling. With its broad applications and research potential, 2-(Methylamino)pyridine remains an important compound in modern chemical science.