3-BROMO-4-CHLORO-1H-PYRAZOLO[3,4-D]PYRIMIDINE

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3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine: Comprehensive User Guide

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
Email info@vivalr.com
Phone (86) 15866781826
Lead Time 2-3 weeks for 1kg quantities

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