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6-Iodo-8-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydro-2H-Pyrano[3,2-B]Pyridine CAS NO 1356165-84-8


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CAS No.:1356165-84-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

6-Iodo-8-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydro-2H-Pyrano[3,2-B]Pyridine is a high-value, multi-functional heterocyclic building block that integrates a halogenated pyranopyridine core with a protected boronic ester functional group. This molecular architecture is critical for enabling advanced cross-coupling reactions, such as the Suzuki-Miyaura reaction, which are foundational to modern pharmaceutical and agrochemical discovery. It is primarily utilized by research chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors for the synthesis of complex target molecules.

Application

  • Pharmaceutical Intermediate: Key building block for constructing novel active pharmaceutical ingredients (APIs), particularly in kinase inhibitor and central nervous system (CNS) drug discovery programs.
  • Agrochemical Synthesis: Used in the research and development of new herbicides, fungicides, and insecticides with enhanced efficacy and selectivity.
  • Material Science Research: Serves as a precursor for creating organic electronic materials, including ligands for OLEDs and components for organic semiconductors.
  • Chemical Biology Probes: Employed in the synthesis of tagged molecules and probes for studying biological pathways and target engagement.
  • Cross-Coupling Reactions: The pinacol boronate ester moiety makes it an ideal partner for Suzuki-Miyaura cross-coupling with various aryl/heteroaryl halides.
  • Library Synthesis: Enables rapid parallel and combinatorial synthesis for high-throughput screening in drug discovery.

Basic Information

Product Name 6-Iodo-8-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydro-2H-Pyrano[3,2-B]Pyridine
CAS No. 1356165-84-8
Molecular Formula C14H17BINO3
Molecular Weight 401.01 g/mol
Synonyms 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-6-iodo-3,4-dihydro-2H-pyrano[3,2-b]pyridine; 6-Iodo-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H,3H,4H-pyrano[3,2-b]pyridine; 1356165-84-8; 6-Iodo-8-(pinacolatoboryl)-3,4-dihydro-2H-pyrano[3,2-b]pyridine; 8-Boronic acid, 6-iodo-3,4-dihydro-2H-pyrano[3,2-b]pyridine-8-, pinacol ester
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Quality Control

Our production of 6-Iodo-8-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydro-2H-Pyrano[3,2-B]Pyridine adheres to stringent quality management protocols to ensure batch-to-batch consistency and reliability for critical R&D and scale-up processes. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. We support compliance with cGMP and ISO 9001 standards for research-grade chemicals, and specifications can be tailored to meet specific project requirements.

Storage

Preserve in a tightly closed container, protected from light. Store under an inert atmosphere (e.g., nitrogen or argon) at 2-8°C or as specified on the label or COA. This compound is light-sensitive and easily oxidized; prolonged exposure to air, light, or moisture should be avoided to maintain stability and purity. Keep the container in a cool, dry, and well-ventilated place.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95% (Area %)
Water Content (KF) ≤ 0.5%
Residue on Ignition ≤ 0.1%
Single Unknown Impurity (HPLC) ≤ 1.0%
Total Impurities (HPLC) ≤ 5.0%

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

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