Description

tert-Butyl 6-Cyano-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole-1-Carboxylate is a high-value, multi-functional indole derivative containing both a cyano group and a pinacol boronate ester moiety. This compound matters as a critical pharmaceutical intermediate and Suzuki-Miyaura cross-coupling building block, enabling the efficient synthesis of complex molecules for drug discovery. It is primarily needed by R&D chemists and process development scientists in the pharmaceutical, agrochemical, and advanced materials sectors seeking to construct novel indole-based scaffolds.

Application

• Pharmaceutical Intermediate: Serves as a key precursor in the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those targeting neurological and oncological pathways.
• Suzuki-Miyaura Cross-Coupling Reactions: The boronate ester functional group enables efficient carbon-carbon bond formation with aryl/heteroaryl halides, a cornerstone reaction in modern medicinal chemistry.
• Agrochemical Research: Used in the development of novel herbicides, fungicides, and insecticides that incorporate the indole heterocycle.
• Material Science: Acts as a monomer or building block for creating functional organic polymers and advanced organic electronic materials.
• Chemical Biology & Probe Development: Utilized in the creation of molecular probes and labeled compounds for studying biological systems and enzyme activity.
• Custom Synthesis & Contract Manufacturing: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for client-specific synthesis projects requiring advanced boronic ester chemistry.

Basic Information

Item	Details
Product Name	tert-Butyl 6-Cyano-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole-1-Carboxylate
CAS No.	1218790-23-8
Molecular Formula	C20H25BN2O4
Molecular Weight	368.24 g/mol
Synonyms	1-Boc-6-cyano-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indole; 6-Cyano-1H-indole-1-carboxylic acid, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-dimethylethyl ester; tert-Butyl 6-cyano-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate; 3-Borono-6-cyano-1H-indole-1-carboxylic acid tert-butyl ester, pinacol ester; 6-Cyano-3-(pinacolatoboryl)-1H-indole-1-carboxylic acid tert-butyl ester; Boc-6-cyano-3-indoleboronic acid pinacol ester; 1-Boc-6-cyanoindole-3-boronic acid pinacol ester
EINECS	Contact for details

Quality Control

Our tert-Butyl 6-Cyano-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Indole-1-Carboxylate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and NMR for structural confirmation, to ensure compliance with stringent specifications for advanced synthetic intermediates. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. This material is hygroscopic (moisture-sensitive) and should be stored under an inert atmosphere (e.g., nitrogen or argon) in a cool, dry place. Recommended long-term storage temperature is between 2°C and 8°C. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (HPLC)	Retention time corresponds to reference standard
Identification (NMR)	Spectrum consistent with 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.