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3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Tosyl-1H-Pyrrolo[2,3-C]Pyridine CAS NO 1185427-23-9


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CAS No.:1185427-23-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Tosyl-1H-Pyrrolo[2,3-C]Pyridine is a high-value, multi-functional heterocyclic building block featuring both a pyrrolopyridine core and a protected boronic ester group. This compound is critically important as a key synthetic intermediate in modern pharmaceutical research and development, particularly in cross-coupling reactions like the Suzuki-Miyaura reaction. It is primarily needed by medicinal chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials industries for constructing complex molecular architectures.

Application

  • Pharmaceutical Intermediate: A crucial building block for the synthesis of novel active pharmaceutical ingredients (APIs), especially kinase inhibitors and other targeted therapies.
  • Suzuki-Miyaura Cross-Coupling: The pinacol boronic ester moiety serves as a stable, reactive handle for forming carbon-carbon bonds with aryl/heteroaryl halides, enabling rapid diversification of chemical libraries.
  • Medicinal Chemistry & Drug Discovery: Used in hit-to-lead and lead optimization campaigns to explore structure-activity relationships (SAR) around the pyrrolo[2,3-c]pyridine scaffold.
  • Agrochemical Research: Employed in the development of new herbicides, fungicides, and insecticides that require complex heterocyclic structures.
  • Material Science: Potential precursor for creating organic electronic materials, such as ligands for OLEDs or conductive polymers.
  • Contract Research & Manufacturing (CRO/CMO): Supplied to service organizations supporting outsourced R&D and scale-up activities for global clients.

Basic Information

Product Name 3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Tosyl-1H-Pyrrolo[2,3-C]Pyridine
CAS No. 1185427-23-9
Molecular Formula C23H27BN2O4S
Molecular Weight 438.35 g/mol
Synonyms 1H-Pyrrolo[2,3-c]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[(4-methylphenyl)sulfonyl]-; 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-c]pyridine; 1-Tosyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-c]pyridine; 3-Pinacolatoboryl-1-tosyl-1H-pyrrolo[2,3-c]pyridine; 3-Boronopyrrolopyridine tosylate pinacol ester
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Quality Control

Our production of 3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-Tosyl-1H-Pyrrolo[2,3-C]Pyridine adheres to stringent quality management protocols to ensure batch-to-batch consistency and reliability for critical research applications. All materials undergo rigorous analytical testing, including HPLC, NMR, and mass spectrometry, to confirm identity, purity, and the absence of critical impurities. Certificates of Analysis (COA) detailing all specifications and test results are provided with each shipment and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 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. Keep away from incompatible materials.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (HPLC) Conforms
Identification (NMR) Conforms
Purity (HPLC) ≥97.0%
Water Content (KF) ≤0.5%
Residue on Ignition ≤0.1%
Single Unknown Impurity (HPLC) ≤0.5%
Total Impurities (HPLC) ≤3.0%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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