1227577-03-8 | 2-chloro-3-fluoropyridin-4-aMine

CAS:1227577-03-8 | 2-chloro-3-fluoropyridin-4-aMine,Description

Synthesis Analysis

2-Chloro-4-fluoropyridin-3-amine can be synthesized using a variety of methods, but the most common method involves the reaction of 2-chloro-4-fluoropyridine with ammonia in the presence of a palladium-based catalyst. The reaction occurs in an organic solvent, and the product is purified using a series of filtration and washing steps.

Molecular Structure Analysis

The molecular weight of 2-Chloro-4-fluoropyridin-3-amine is 146.55 g/mol. Its InChI Code is 1S/C5H4ClFN2/c6-5-4 (8)3 (7)1-2-9-5/h1-2H,8H2.

Chemical Reactions Analysis

The methods of synthesis of 2-, 3-, 4-fluoropyridines, di-, tri-, polyfluoropyridines, perfluoroalkylpyridines and also fluoropyridines fused with carbo-, heterocycles are presented. The vapor–phase reactor used for this approach includes two phases: a catalyst fluidized-bed phase and an empty phase.

Physical And Chemical Properties Analysis

The physical and chemical properties of 2-Chloro-4-fluoropyridin-3-amine are as follows: its molecular weight is 158.55 g/mol, and its density is 1.46 g/cm³. The compound has a boiling point of 254.1°C at 760 mmHg, and its flash point is 107.3°C. Its refractive index is 1.553, and it has a surface tension of 60.8 dyne/cm.

Scientific Research Applications

• Chemoselective Functionalization : The chemoselective functionalization of related compounds like 5-bromo-2-chloro-3-fluoropyridine has been described, where catalytic amination conditions lead to exclusive substitution products. This process is significant in the selective synthesis of various compounds, indicating the potential for 2-Chloro-3-fluoropyridin-4-amine in similar reactions (Stroup, Szklennik, Forster, & Serrano-Wu, 2007).
• Directed Lithiation and Subsequent Reactions : Lithiation of related halopyridines followed by reactions with electrophiles leads to various disubstituted pyridines. This shows the role of such compounds in creating complex pyridine derivatives, which could include 2-Chloro-3-fluoropyridin-4-amine (Marsais, Trécourt, Breant, & Quéguiner, 1988).
• Synthesis of Aminopyridines : Aminopyridines are synthesized from related fluoropyridines under mild conditions, highlighting a potential pathway for synthesizing derivatives of 2-Chloro-3-fluoropyridin-4-amine (Pasumansky, Hernández, Gamsey, Goralski, & Singaram, 2004).
• Regioselective Amidomethylation : The regioselective amidomethylation of related chlorofluoropyridines, starting from compounds like 4-chloro-3-fluoropyridine, leads to various amidomethylated pyridines. This suggests the potential for 2-Chloro-3-fluoropyridin-4-amine to undergo similar processes (Papaioannou et al., 2020).
• Nucleophilic Substitution Reactions : Research on substituted halogenopyridines, including reactions with various amines, underscores the reactivity of such compounds in nucleophilic substitution, which can be applicable to 2-Chloro-3-fluoropyridin-4-amine (Brewis, Chapman, Paine, Shorter, & Wright, 1974).
• Electrophilic Amination Processes : Electrophilic amination of related fluorophenols leads to the removal of the fluorine atom and introduction of amino groups. This suggests potential applications for 2-Chloro-3-fluoropyridin-4-amine in similar electrophilic amination reactions (Bombek, Požgan, Kočevar, & Polanc, 2004).

Safety And Hazards

This chemical is considered hazardous by the 2012 OSHA Hazard Communication Standard (29 CFR 1910.1200). It has Acute oral toxicity, Acute dermal toxicity, Acute Inhalation Toxicity - Dusts and Mists, Skin Corrosion/Irritation, Serious Eye Damage/Eye Irritation, Specific target organ toxicity (single exposure). The target organ is the Respiratory system.

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