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tert-Butyl 4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrrolo[2,3-B]Pyridine-1-Carboxylate CAS NO 1391926-50-3
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CAS No.:1391926-50-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
tert-Butyl 4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrrolo[2,3-B]Pyridine-1-Carboxylate is a high-purity, protected boronic ester derivative of the 7-azaindole (pyrrolo[2,3-b]pyridine) heterocyclic scaffold. This compound is a critical advanced pharmaceutical intermediate designed for use in cross-coupling reactions, most notably the Suzuki-Miyaura reaction, to construct complex molecular architectures. It is essential for research and development chemists in the pharmaceutical, agrochemical, and material science industries who require reliable, high-quality building blocks for drug discovery and fine chemical synthesis.
Application
- Suzuki-Miyaura Cross-Coupling Reagent: A key building block for the palladium-catalyzed formation of carbon-carbon bonds, enabling the introduction of the 7-azaindole moiety into complex molecules.
- Pharmaceutical Intermediate: Used in the research and synthesis of active pharmaceutical ingredients (APIs) targeting kinases and other biological receptors where the 7-azaindole core is pharmacologically relevant.
- Agrochemical Synthesis: Serves as a precursor in the development of novel herbicides, fungicides, and insecticides with enhanced efficacy.
- Material Science Research: Employed in the creation of organic electronic materials, ligands for catalysis, and metal-organic frameworks (MOFs).
- Medicinal Chemistry & Drug Discovery: Facilitates rapid analoging and structure-activity relationship (SAR) studies during lead optimization phases.
- Contract Research & Manufacturing (CRO/CMO): Supplied to organizations requiring specialized, high-value intermediates for custom synthesis projects.
Basic Information
| Product Name | tert-Butyl 4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrrolo[2,3-B]Pyridine-1-Carboxylate |
| CAS No. | 1391926-50-3 |
| Molecular Formula | C18H25BN2O4 |
| Molecular Weight | 344.22 g/mol |
| Synonyms | 1-Boc-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7-azaindole; 1-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine; 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester; tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate; 7-Azaindole-4-boronic acid pinacol ester, N-Boc protected; 1-Boc-4-Bpin-7-azaindole |
| EINECS | Contact for details |
Quality Control
Every batch of tert-Butyl 4-(Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1H-Pyrrolo[2,3-B]Pyridine-1-Carboxylate is manufactured and tested under strict quality management systems. We provide comprehensive analytical data to ensure the material meets the high-purity standards required for sensitive cross-coupling chemistry. A detailed Certificate of Analysis (COA) is supplied with each shipment, reporting key parameters such as assay (HPLC), identity (NMR, IR), and impurity profiles. Our quality commitment supports compliance with cGMP and ICH guidelines for advanced intermediates.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) for long-term storage and to maintain optimal reactivity. Keep the container tightly sealed when not in use.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Assay (HPLC) | ≥97.0% |
| Purity (HPLC) | ≥98.0% |
| 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.
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