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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
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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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