Description

1H-Indole, 1-[(1,1-Dimethylethyl)dimethylsilyl]-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- is a sophisticated, multi-functional indole derivative designed for advanced synthetic chemistry. This compound is a critical pharmaceutical intermediate, valued for its dual functionality as a protected indole nitrogen and a boronic ester pinacol ester, enabling precise cross-coupling reactions. It is primarily sought after by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and material science industries for constructing complex heterocyclic scaffolds.

Application

• Suzuki-Miyaura Cross-Coupling Reactions: Serves as a key boronic ester coupling partner for the synthesis of biaryl and heterobiaryl structures prevalent in drug candidates.
• Pharmaceutical Intermediate: Used in the research and development of novel active pharmaceutical ingredients (APIs), particularly those targeting central nervous system (CNS) disorders and oncology.
• Agrochemical Synthesis: Employed in creating advanced fungicides and herbicides with complex indole-based architectures.
• Material Science Precursor: Acts as a building block for organic electronic materials, such as organic light-emitting diodes (OLEDs) and conductive polymers.
• Medicinal Chemistry Research: Facilitates the exploration of structure-activity relationships (SAR) by allowing rapid diversification at the 4-position of the fluorinated indole core.
• Process Chemistry & Scale-up: The tert-butyldimethylsilyl (TBDMS) protecting group enhances stability, making this intermediate suitable for multi-step synthesis and potential commercial-scale manufacturing.

Basic Information

Item	Details
Product Name	1H-Indole, 1-[(1,1-Dimethylethyl)dimethylsilyl]-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CAS No.	1148004-02-7
Molecular Formula	C20H31BFNO2Si
Molecular Weight	375.37 g/mol
Synonyms	5-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[(tert-butyldimethylsilyl)]indole; 1-(tert-Butyldimethylsilyl)-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole; N-TBDMS-5-fluoro-4-Bpin indole; 4-Boronic acid pinacol ester, 1-TBDMS-5-fluoroindole; 5-Fluoro-1-[(1,1-dimethylethyl)dimethylsilyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
EINECS	Contact for details

Quality Control

Our production of this high-value intermediate adheres to strict quality control protocols to ensure batch-to-batch consistency and reliability for critical synthetic steps. Each lot is characterized using advanced analytical techniques including NMR (¹H, ¹³C, ¹⁹F, ¹¹B), HPLC, and GC-MS to confirm identity, purity, and the absence of critical impurities. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment, supporting compliance with cGMP and ICH Q7 guidelines for pharmaceutical intermediates.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C under an inert atmosphere (e.g., nitrogen or argon) due to its moisture-sensitive (hygroscopic) nature. Allow the sealed container to reach ambient temperature before opening to prevent condensation and moisture ingress.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
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.