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tert-Butyl 5-Bromo-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrrolo[2,3-B]Pyridine-1-Carbo98% CAS NO 1025719-14-5
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CAS No.:1025719-14-5
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
tert-Butyl 5-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 98% is a high-purity, multi-functional chemical building block that combines a protected pyrrolopyridine core with both a bromo substituent and a boronic ester pinacol group. This compound is critically important for enabling advanced cross-coupling reactions, such as Suzuki-Miyaura couplings, which are foundational to modern pharmaceutical and agrochemical research. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials industries for constructing complex heterocyclic scaffolds.
Application
- Pharmaceutical Intermediate: A key building block for the synthesis of active pharmaceutical ingredients (APIs), particularly in kinase inhibitor and oncology drug discovery programs.
- Suzuki-Miyaura Cross-Coupling Reactions: The boronic ester functionality enables efficient carbon-carbon bond formation with aryl/heteroaryl halides, facilitating the rapid assembly of complex molecular architectures.
- Agrochemical Synthesis: Used in the research and development of novel herbicides, fungicides, and insecticides that require specific heterocyclic motifs.
- Material Science Research: Serves as a precursor for organic electronic materials, such as those used in OLEDs and organic semiconductors, due to its conjugated pyrrolopyridine system.
- Chemical Biology & Probe Development: Utilized for creating tagged molecules and bioconjugates for studying biological pathways and target engagement.
- Further Functionalization: The bromo substituent allows for subsequent transformations via metal-catalyzed reactions (e.g., Buchwald-Hartwig amination) or nucleophilic substitution, offering versatile synthetic handles.
Basic Information
| Product Name | tert-Butyl 5-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 98% |
| CAS No. | 1025719-14-5 |
| Molecular Formula | C18H24BBrN2O4 |
| Molecular Weight | 423.11 g/mol |
| Synonyms | 1-Boc-5-bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine; 5-Bromo-1-(tert-butoxycarbonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine; tert-Butyl 5-bromo-3-(pinacolatoboryl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate; 5-Bromo-3-Boc-pyrrolo[2,3-b]pyridine pinacol boronic ester; Boc-5-Bromo-pyrrolo[2,3-b]pyridine-3-Bpin |
| EINECS | Contact for details |
Quality Control
Our tert-Butyl 5-Bromo-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 98% is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR, and LC-MS, to ensure identity, purity, and consistency. Certificates of Analysis (COA) detailing all specifications are provided and available upon request, supporting compliance with research and development standards.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (HPLC) | Conforms |
| Identification (NMR) | Conforms |
| Assay (HPLC) | ≥ 98.0% |
| Water Content (KF) | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
| Single Unknown Impurity (HPLC) | ≤ 0.5% |
| Total Impurities (HPLC) | ≤ 2.0% |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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