3-Amino-5-bromo-2-hydroxy-4-methylpyridine: A Versatile Halogenated Pyridine Building Block

Product Overview

3-Amino-5-bromo-2-hydroxy-4-methylpyridine is a multifunctional halogenated heteroaromatic compound used as a building block in pharmaceutical and medicinal chemistry research.

Its molecular structure combines an amino group, a hydroxyl-substituted pyridine ring, a methyl substituent, and a bromine atom. These functional groups provide several opportunities for further chemical transformation, making the compound useful in the preparation of structurally diverse heterocyclic molecules.

Product Specifications

• · Product Name: 3-Amino-5-bromo-2-hydroxy-4-methylpyridine
• · CAS Number: 889943-27-5
• · Molecular Formula: C₆H₇BrN₂O
• · Molecular Weight: 203.04 g/mol
• · Chemical Class: Amino-substituted brominated pyridine
• · Appearance: Commonly reported as a white solid

The molecular formula and molecular weight are supported by chemical supplier reference data.

Structural Features and Synthetic Value

The value of this compound comes from the combination of multiple functional groups within a relatively compact pyridine structure.

1. Bromine as a Functionalization Handle

The bromine substituent at the 5-position provides an important opportunity for further aromatic functionalization.

Depending on the reaction design, the carbon-bromine bond may participate in palladium-catalyzed cross-coupling reactions, including Suzuki–Miyaura coupling.

This allows chemists to introduce additional aryl or heteroaryl fragments and expand the molecular framework.

2. Amino Group for Further Molecular Construction

The 3-amino group provides a reactive nitrogen functionality.

It can participate in selected condensation, cyclization, or bond-forming reactions depending on the substrate structure and reaction conditions.

For medicinal chemistry development, this functionality can be valuable when constructing more complex nitrogen-containing heterocycles.

3. Hydroxypyridine Structural Unit

The hydroxyl group at the 2-position contributes to the compound’s chemical behavior.

Depending on solvent, pH, and molecular environment, hydroxypyridine compounds may exhibit tautomeric behavior involving the corresponding pyridone form.

This characteristic should be considered when selecting analytical methods and evaluating the compound’s solid-state properties.

4. Methyl Substitution

The methyl group at the 4-position helps define the substitution pattern of the pyridine ring.

Its position is important because positional isomers may exhibit different reactivity and produce different downstream structures.

Applications in Pharmaceutical and Medicinal Chemistry

Halogenated aminopyridines are widely used as intermediates in the preparation of biologically active heterocyclic compounds.

The combination of bromine and amino functionality is particularly useful for convergent synthesis strategies, where different molecular fragments are assembled through selective coupling and heterocycle-forming reactions.

For this particular compound, its structural features suggest potential utility in:

• · Heteroaromatic cross-coupling chemistry
• · Preparation of substituted pyridine derivatives
• · Development of nitrogen-containing heterocycles
• · Pharmaceutical intermediate research
• · Medicinal chemistry library construction

The product has been listed in the supplied product portfolio as associated with GNE-6893-related intermediate sourcing. However, the publicly available process-development paper on GNE-6893 describes a convergent isoquinoline-based synthesis and does not establish CAS 889943-27-5 as a specific intermediate in that published route. This association should therefore be verified against the customer’s intended synthetic route before being used as a definitive application claim.

Quality Control Considerations

For pharmaceutical intermediate procurement, the quality of multifunctional heteroaromatic compounds should be assessed through both identity confirmation and impurity profiling.

Important quality attributes include:

Particular attention should be paid to positional-isomer control because the relative positions of bromine, amino, hydroxyl, and methyl groups determine the compound’s downstream synthetic behavior.

What Pharmaceutical Buyers Should Consider

When selecting a supplier for CAS 889943-27-5, procurement teams should evaluate the following:

• · Availability of a batch-specific COA
• · HPLC purity and impurity profile
• · Structural identification data
• · Sample availability for laboratory evaluation
• · Packaging and storage recommendations
• · Customized assay and impurity specifications
• · Supply consistency for repeat orders

For customers planning further cross-coupling or heterocycle-forming reactions, it is useful to evaluate a representative sample under the intended reaction conditions before proceeding with larger-scale procurement.

Pharmaceutical Intermediate Development at Shanghai Lizhuo

Shanghai Lizhuo Pharmaceutical Technology Co., Ltd. focuses on pharmaceutical intermediate R&D, custom synthesis, and manufacturing support.

Its company profile describes an R&D laboratory, pilot production workshops, and reaction equipment designed to support different chemical process requirements.

For customers evaluating 3-amino-5-bromo-2-hydroxy-4-methylpyridine, relevant discussions may include analytical specifications, sample testing, impurity control, and customized synthesis requirements.

Further information is available through the official company profile.

Conclusion

3-Amino-5-bromo-2-hydroxy-4-methylpyridine is a multifunctional brominated pyridine building block with useful amino, hydroxyl, and halogen functionalities.

Its structure provides opportunities for cross-coupling and further heterocyclic synthesis, making it relevant to pharmaceutical intermediate development and medicinal chemistry research.

For B2B buyers, the most important sourcing considerations are verified chemical identity, positional-isomer control, consistent assay results, and reliable analytical documentation.