877399-00-3 | (R)-5-bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine

CAS:877399-00-3 | (R)-5-bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine,Description

Synthesis Analysis

The synthesis of brominated pyridine derivatives is well-documented in the provided papers. For instance, an efficient synthesis of a related compound, 5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylic acid, is described, involving a series of reactions including methoxylation, oxidation, and nucleophilic substitution, leading to an overall yield of 67%. Another paper outlines the synthesis of 1-substituted 4-amino-2-(trifluoromethyl)-1H-pyrroles through heterocyclization of 5-bromo-4-methoxy-1,1,1-trifluoropent-3-en-2-ones with amines, achieving yields of up to 98%. These methods highlight the feasibility of synthesizing brominated pyridine derivatives with high selectivity and yield.

Molecular Structure Analysis

The molecular structure of brominated pyridine derivatives is characterized by the presence of a pyridine ring, which is a heterocyclic aromatic compound, substituted with bromine and other functional groups. The presence of halogens like bromine, chlorine, and fluorine can significantly influence the electronic properties of the molecule, potentially affecting its reactivity and interaction with biological targets.

Chemical Reactions Analysis

The chemical reactivity of brominated pyridine compounds is influenced by the electron-withdrawing effects of the halogens, which can activate the pyridine ring towards nucleophilic substitution reactions. For example, the synthesis of 5-bromo-2-methoxy-6-methylaminopyridine-3-carboxylic acid involves a nucleophilic substitution of a sulfoxide derivative with methylamine. Similarly, the heterocyclization reaction used to synthesize 4-amino-2-(trifluoromethyl)-1H-pyrroles demonstrates the reactivity of brominated intermediates with amines.

Physical and Chemical Properties Analysis

While the specific physical and chemical properties of "(R)-5-Bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine" are not provided, the properties of brominated pyridine derivatives generally include high melting points and stability due to the aromatic nature of the pyridine ring and the presence of halogens. These compounds often exhibit significant biological activity, which is why they are frequently used as intermediates in the synthesis of pharmaceuticals.

Scientific Research Applications

Summary of the Application

“®-5-Bromo-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)pyridin-2-amine” is used in the preparation of pharmaceutical compositions with anti-cancer activity. This compound is part of a class of drugs known as kinase inhibitors, which work by blocking the action of a certain type of protein called a kinase. This can help to stop cancer cells from growing.

Methods of Application or Experimental Procedures

The compound is prepared in an amorphous form. The preparation process involves a series of chemical reactions, followed by purification and characterization steps. The resulting compound has a mass spectrum peak at about [M+] = 450.1, and at least three IR peaks selected from 3470 cm -1, 3388 cm -1, 1117 cm -1, 1252 cm -1, or 740 cm -1 ± 2.0 cm -1.

Results or Outcomes

The amorphous form of this compound has less than 2% w/w of volatiles measured up to 170 °C by TGA. This suggests that it is stable under these conditions, which is important for its use in pharmaceutical applications. The compound is then used in the formulation of pharmaceutical compositions, which have been found to have anti-cancer activity.

The compound you mentioned is part of a class of drugs known as kinase inhibitors, which are often used in cancer research. These compounds work by blocking the action of certain proteins called kinases, which can help to stop cancer cells from growing.

The compound you mentioned is part of a class of drugs known as kinase inhibitors, which are often used in cancer research. These compounds work by blocking the action of certain proteins called kinases, which can help to stop cancer cells from growing.

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