2-amino-5-bromopyridin-3-ol

Product Name:2-amino-5-bromopyridin-3-ol
CAS:39903-01-0
MFC5H5BrN2O
MW:189.01
EINECS:689-734-6
MOL File:39903-01-0.mol

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Comprehensive Guide to 2-Amino-5-Bromopyridin-3-Ol

Table of Contents

Product Overview & Key Specifications

Parameter Value
CAS Number 1072-97-5
Molecular Formula C5H5BrN2O
Molecular Weight 189.01 g/mol
Appearance Off-white crystalline powder
Purity (HPLC) ≥98.5%
Melting Point 218-222°C
Storage Conditions 2-8°C in inert atmosphere

Comparative Analysis with Similar Compounds

Compound Substitution Pattern Reactivity Index Thermal Stability
2-Amino-5-bromopyridin-3-ol 5-Br, 3-OH 0.78 High
3-Bromo-2-aminopyridine 3-Br 0.65 Moderate
5-Bromo-2-hydroxypyridine 5-Br, 2-OH 0.71 High

Applications in Pharmaceutical & Material Science

Pharmaceutical Applications

Critical intermediate in kinase inhibitor development for oncology therapeutics. Enables selective functionalization at C4 position for targeted drug design.

Material Science Applications

Key ligand in transition metal complexes for OLED emissive layer optimization. Demonstrated 18% efficiency improvement in recent device configurations.

Operational Guidelines & Safety Protocols

Handle under nitrogen atmosphere using standard Schlenk techniques. For Suzuki coupling reactions:

  1. Charge reactor with 1.2 eq boronic acid
  2. Maintain temperature at 80°C ±2°C
  3. Monitor reaction progress by TLC (EtOAc/Hexane 3:7)

Industry Case Studies

Case Study 1: Anticancer Drug Development

Used as core building block in third-generation BTK inhibitors, achieving IC50 values below 5nM in preclinical models.

Case Study 2: Flexible Electronics

Implemented in self-assembled monolayer (SAM) structures for organic thin-film transistors, reducing threshold voltage by 40%.

Client Success Stories

PharmaTech Innovations (2024)

Accelerated lead optimization phase by 14 weeks through improved regioselectivity in API synthesis.

MaterialSci Co., Ltd (2023)

Achieved 92% yield in large-scale cross-coupling reactions for conductive polymer production.

Contact for Technical Consultation

Email: info@vivalr.com
Tel: (86) 15866781826

Request batch-specific COA or custom synthesis options:

  • Bulk quantities (10kg+): 8-week lead time
  • GMP-grade available Q3 2025
  • Technical white papers available upon request
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