3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine: Comprehensive User Guide
Table of Contents
1. Product Overview & Specifications
3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine (CAS: 89794-18-1) is a heterocyclic compound widely used in pharmaceutical research and organic synthesis.
Key Parameters:
Parameter | Value |
---|---|
Molecular Formula | C6H3BrClN4 |
Molecular Weight | 248.48 g/mol |
Purity | ≥98% (HPLC) |
Appearance | White to off-white powder |
Storage | 2-8°C, dry environment |
Comparative Analysis:
Feature | 3-Bromo-4-chloro Derivative | Standard Pyrazolo[3,4-d]pyrimidine |
---|---|---|
Reactivity | High (dual halogen substitution) | Moderate |
Solubility | Low in H2O, soluble in DMSO/DMF | Similar profile |
Pharma Applications | Kinase inhibitor intermediates | Generic scaffold |
2. Key Applications
- Drug Discovery: Core scaffold for kinase inhibitors (e.g., JAK2, BTK)
- Chemical Probes: Used in target validation studies
- Agrochemicals: Intermediate for fungicide development
- Material Science: Building block for OLED materials
3. Usage Scenarios
Scenario 1: Kinase Inhibitor Synthesis
Used in 5-step synthesis of Bruton's tyrosine kinase (BTK) inhibitors. Typical reaction conditions:
- Suzuki coupling (Pd(PPh3)4, K2CO3, 80°C)
- Boc deprotection (TFA/DCM)
Scenario 2: Radiolabeling Studies
Bromine atom enables 76Br isotope substitution for PET imaging agent development.
4. Client Case Studies
Case 1: Top 10 Pharma Company (USA)
- Application: Developed JAK1/2 inhibitor for autoimmune diseases
- Scale: 15kg batch production
- Result: Achieved 92% yield in Buchwald-Hartwig amination
Case 2: European Research Consortium
- Application: Created fluorescent probes for DNA damage detection
- Key Modification: Sonogashira coupling at 4-chloro position
- Outcome: 40% increase in probe stability vs. non-halogenated analogs
5. Contact for Inquiries
Request custom synthesis or technical specifications:
Contact Method | Details |
---|---|
info@vivalr.com | |
Phone | (86) 15866781826 |
Lead Time | 2-3 weeks for 1kg quantities |