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149806-06-4 (2-Bromopyridine-5-carbaldehyde)

149806-06-4 (2-Bromopyridine-5-carbaldehyde) Manufacturers in Hyderabad, India

Overview & Chemical Identity

CAS Number: 149806-06-4

Chemical Name: 2-Bromopyridine-5-carbaldehyde

IUPAC Name: 2-Bromopyridine-5-carbaldehyde

Synonyms:
5-Formyl-2-bromopyridine;
2-Bromo-5-pyridinecarboxaldehyde;
2-Bromo-5-formylpyridine

Molecular Formula: C₆H₄BrNO

Molecular Weight: ~186.01 g/mol

Physical & Chemical Properties

Appearance: Pale yellow to light brown crystalline solid

Physical State: Solid

Melting Point: Typically reported in the range of 70–85 °C (may vary depending on purity)

Boiling Point: Decomposes upon strong heating

Solubility:
Soluble in common organic solvents such as methanol, ethanol, dichloromethane, ethyl acetate, and DMSO; limited solubility in water

Stability:
Stable under standard laboratory conditions; sensitive to strong oxidizing agents and prolonged exposure to air and moisture

Structural & Molecular Identifiers

Functional Groups:

  • Aldehyde group (–CHO)

  • Aryl bromide (–Br)

  • Pyridine heterocyclic ring

Chemical Class:

Halogenated heterocyclic aldehyde / Bromopyridine derivative

SMILES (representative):
Brc1ncccc1C=O

InChI Key (representative):
(Varies by database; available from chemical registries)

Functionality & Applications

Reactive Heterocyclic Intermediate

149806-06-4 is an important building block in heterocyclic chemistry. The presence of both a bromine substituent and an aldehyde group allows diverse transformations, including:

  • Suzuki–Miyaura cross-coupling reactions

  • Heck and Sonogashira coupling reactions

  • Schiff base formation

  • Reductive amination

  • Oxidation and reduction of aldehyde functionality

The bromine atom provides a versatile site for palladium-catalyzed cross-coupling, while the aldehyde enables further derivatization.

Pharmaceutical Applications

2-Bromopyridine-5-carbaldehyde is widely used in:

  • Synthesis of pharmaceutical intermediates

  • Development of kinase inhibitors and heterocyclic drug candidates

  • Medicinal chemistry research programs

  • Preparation of nitrogen-containing bioactive molecules

Pyridine derivatives are commonly incorporated into modern drug structures due to their favorable pharmacological properties.

Agrochemical & Fine Chemical Synthesis

Used in the manufacture of:

  • Crop protection intermediates

  • Specialty heterocyclic compounds

  • Functional materials and ligands

  • Advanced organic intermediates

Its multifunctional structure supports complex synthetic routes in fine chemical production.

Research & Development

Commonly employed in:

  • Academic organic synthesis laboratories

  • Cross-coupling methodology development

  • Structure–activity relationship (SAR) studies

  • Heterocyclic compound research

  • Catalyst and ligand design

The combination of a reactive aldehyde and halogen substituent makes it highly valuable in multi-step synthesis.

Safety & Handling

GHS Classification (typical for similar halogenated heterocyclic aldehydes):

  • Harmful if swallowed

  • Causes skin irritation

  • Causes serious eye irritation

  • May cause respiratory irritation

Common Hazard Statements:

  • H302: Harmful if swallowed

  • H315: Causes skin irritation

  • H319: Causes serious eye irritation

  • H335: May cause respiratory irritation

Precautionary Statements:

  • P261: Avoid breathing vapors or dust

  • P280: Wear protective gloves and eye protection

  • P305 + P351 + P338: IF IN EYES, rinse cautiously with water

  • P301 + P312: IF SWALLOWED, call a doctor if you feel unwell

Handle in a well-ventilated laboratory using appropriate personal protective equipment (PPE).

Practical Details & Supplier Information

Typical Purity: 97–99% (Research and Industrial Grade)

Storage Conditions:

  • Store in a tightly sealed container

  • Keep in a cool, dry, well-ventilated area

  • Protect from light and moisture

  • Keep away from strong oxidizing agents

Commercial Use:
Available from specialty chemical manufacturers for research, pharmaceutical intermediate production, and industrial heterocyclic synthesis applications.
Not intended for direct pharmaceutical, food, or diagnostic use without proper regulatory compliance.

Summary Statement

149806-06-4 (2-BROMOPYRIDINE-5-CARBALDEHYDE) is a versatile halogenated heterocyclic intermediate widely utilized in pharmaceutical, agrochemical, and fine chemical synthesis. Its reactive bromine and aldehyde functional groups provide excellent flexibility for cross-coupling and derivatization reactions, making it a valuable building block in advanced medicinal and synthetic chemistry applications.

As a trusted manufacturer and supplier in Hyderabad, SriniChem provides high-quality 149806-06-4 (2-BROMOPYRIDINE-5-CARBALDEHYDE) produced under strict quality control standards. Our product, with CAS No: 149806-06-4, is suitable for both research and industrial use. Choose SriniChem for reliable supply, technical expertise, and customer-focused service. Contact SriniChem today for 2-BROMOPYRIDINE-5-CARBALDEHYDE.

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