Description

6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydro-2H-Pyrano[2,3-B]Pyridine is a high-value pharmaceutical intermediate and versatile synthetic building block, prized for its unique fused pyranopyridine core and pinacol boronate ester functionality. This compound is critical for enabling efficient cross-coupling reactions, such as the Suzuki-Miyaura reaction, which are fundamental to modern medicinal chemistry and materials science. It is primarily sought after by R&D chemists and process development teams in the pharmaceutical, agrochemical, and advanced materials sectors for constructing complex molecular architectures.

Application

• Pharmaceutical Intermediate: Key building block for the synthesis of novel active pharmaceutical ingredients (APIs), particularly in kinase inhibitor and central nervous system (CNS) drug discovery programs.
• Suzuki-Miyaura Cross-Coupling: Enables the formation of carbon-carbon bonds to attach complex aryl and heteroaryl groups, facilitating rapid library synthesis for structure-activity relationship (SAR) studies.
• Agrochemical Research: Used in the development of new herbicides, fungicides, and insecticides that require the pyranopyridine scaffold for bioactivity.
• Material Science & OLED Development: Serves as a precursor for electron-transport materials or host materials in organic light-emitting diodes (OLEDs) due to its rigid, conjugated structure.
• Chemical Biology Probes: Utilized in the creation of tagged molecules or bioconjugates for studying biological pathways and target engagement.
• Process Chemistry & Scale-up: Supports the transition from milligram-scale discovery to kilogram-scale production for clinical trial material manufacturing.

Basic Information

Product Name	6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydro-2H-Pyrano[2,3-B]Pyridine
CAS No.	1222533-93-8
Molecular Formula	C15H22BNO3
Molecular Weight	275.15 g/mol
Synonyms	6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine; 2H-Pyrano[2,3-b]pyridine, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydro-; 6-(Pinacolboryl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine; 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2H,3H,4H-pyrano[2,3-b]pyridine; Pinacol 6-(3,4-dihydro-2H-pyrano[2,3-b]pyridin-6-yl)boronate
EINECS	Contact for details

Quality Control

Our production of 6-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-3,4-Dihydro-2H-Pyrano[2,3-B]Pyridine adheres to stringent quality management protocols. Every batch undergoes comprehensive analytical characterization, including HPLC, NMR, and MS, to ensure identity, purity, and consistency. We provide detailed Certificates of Analysis (COA) with each shipment, documenting critical parameters such as assay, related substances, and residual solvents. Our quality systems are designed to support cGMP and ISO standards for pharmaceutical and advanced chemical applications.

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. Keep away from incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Conforms to reference standard
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥97.0% (Area Percent)
Purity (HPLC)	≥98.0% (Total Area)
Related Substances (HPLC)	Any single impurity ≤1.0%; Total impurities ≤2.0%
Water Content (KF)	≤0.5%
Residual Solvents (GC)	Meets ICH Q3C guidelines

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