Description

5-Bromo-2-[(tert-Butyl-Dimethyl-Silanyl)-Ethynyl]-Pyridine is a high-value, organosilicon-protected pyridine derivative that serves as a critical synthetic intermediate in advanced organic chemistry. Its core value lies in the strategic combination of a bromo substituent and a silyl-protected ethynyl group, enabling precise, multi-step functionalization for constructing complex molecular architectures. This compound is essential for researchers and process chemists in the pharmaceutical, agrochemical, and materials science industries who require reliable, high-purity building blocks for drug discovery and specialty chemical synthesis.

Application

• Pharmaceutical Intermediate: A key precursor in the synthesis of active pharmaceutical ingredients (APIs), particularly for kinase inhibitors and other small-molecule therapeutics.
• Agrochemical Synthesis: Used in the development of novel pesticides and herbicides, leveraging its halogen and alkyne functionality for structure-activity relationship (SAR) studies.
• Material Science Research: Serves as a monomer or functionalization agent in the creation of organic electronic materials, such as conductive polymers and light-emitting diodes (OLEDs).
• Cross-Coupling Reactions: The bromo group is an excellent substrate for Suzuki, Stille, and Sonogashira cross-coupling reactions to form biaryl and conjugated systems.
• Alkyne Deprotection & Functionalization: The tert-butyldimethylsilyl (TBDMS) protecting group on the alkyne allows for selective deprotection and subsequent click chemistry or other alkyne-based transformations.
• Ligand Synthesis: Utilized in the preparation of sophisticated nitrogen-containing ligands for catalysis and coordination chemistry.

Basic Information

Product Name	5-Bromo-2-[(tert-Butyl-Dimethyl-Silanyl)-Ethynyl]-Pyridine
CAS No.	866929-82-0
Molecular Formula	C13H18BrNSi
Molecular Weight	296.28 g/mol
Synonyms	5-Bromo-2-((tert-butyldimethylsilyl)ethynyl)pyridine; 2-[(tert-Butyldimethylsilyl)ethynyl]-5-bromopyridine; 5-Bromo-2-[(TBDMS)ethynyl]pyridine; 5-Bromo-2-ethynylpyridine TBDMS ether; 5-Bromo-2-((tert-butyldimethylsilyl)ethynyl)pyridine; 866929-82-0; Pyridine, 5-bromo-2-[(2,2-dimethyl-1,1-dimethylethyl)silyl]ethynyl]-
EINECS	Contact for details

Quality Control

Our 5-Bromo-2-[(tert-Butyl-Dimethyl-Silanyl)-Ethynyl]-Pyridine is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity, typically ≥95% (by HPLC). Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing identity (IR, NMR), purity assay, and impurity profile. We support cGMP compliance for advanced intermediates and can provide material for regulatory filings 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 (15-25°C). Due to its hygroscopic nature, the container must be kept tightly sealed after opening to minimize exposure to atmospheric moisture. For long-term storage, consider using desiccants or storing under an inert atmosphere such as nitrogen or argon.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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