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1-(5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-((2-(Trimethylsilyl)Ethoxy)Methyl)-1H-Pyrrolo[2,3-B]Pyridin-3-Yl)Ethanone CAS NO 1071454-96-0
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CAS No.:1071454-96-0
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
1-(5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-((2-(Trimethylsilyl)Ethoxy)Methyl)-1H-Pyrrolo[2,3-B]Pyridin-3-Yl)Ethanone is a high-value, advanced pharmaceutical intermediate featuring a protected boronic ester and a SEM-protected nitrogen heterocycle. This compound is critical for enabling efficient cross-coupling reactions, such as the Suzuki-Miyaura reaction, which are fundamental to constructing complex molecular architectures in modern drug discovery. It is primarily sought after by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, particularly kinase inhibitors and other small-molecule drugs targeting oncology and central nervous system disorders.
Application
- Pharmaceutical Intermediate: A key building block in the synthesis of complex active pharmaceutical ingredients (APIs) for preclinical and clinical research.
- Suzuki-Miyaura Cross-Coupling Reagent: The pinacol boronate ester moiety serves as a crucial handle for forming carbon-carbon bonds with aryl/heteroaryl halides under palladium catalysis.
- Kinase Inhibitor Development: The 7-azaindole (pyrrolo[2,3-b]pyridine) core is a privileged scaffold in designing potent and selective kinase inhibitors for cancer treatment.
- Medicinal Chemistry Research: Used in structure-activity relationship (SAR) studies and lead optimization campaigns to explore new chemical space.
- Process Chemistry & Scale-Up: Supports route scouting and optimization for the efficient, scalable production of target drug candidates.
- Bioconjugation & Probe Synthesis: Potential use in creating chemical probes for biological target identification and validation.
Basic Information
| Item | Details |
|---|---|
| Product Name | 1-(5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-1-((2-(Trimethylsilyl)Ethoxy)Methyl)-1H-Pyrrolo[2,3-B]Pyridin-3-Yl)Ethanone |
| CAS No. | 1071454-96-0 |
| Molecular Formula | C21H33BN2O4Si |
| Molecular Weight | 416.40 g/mol |
| Synonyms | 1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-3-yl]ethanone; 3-Acetyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine; 1H-Pyrrolo[2,3-b]pyridine, 1-[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-[[2-(trimethylsilyl)ethoxy]methyl]-3-acetyl-; SEM-Protected 3-Acetyl-5-Bpin-7-azaindole; 5-Bpin-3-acetyl-1-SEM-7-azaindole; 1071454-96-0 |
| EINECS | Contact for details |
Quality Control
Our production of this advanced intermediate adheres to strict quality management systems to ensure batch-to-batch consistency and reliability for critical research applications. Every lot undergoes comprehensive analytical characterization, including HPLC, NMR (1H, 13C, 11B), and mass spectrometry, to confirm identity and purity. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting key specifications such as assay purity and impurity profiles. We support development under cGMP guidelines for applications requiring the highest regulatory standards.
Storage
Preserve in a tightly closed container, protected from light. Store at 2-8°C in a cool, dry place. The product is light-sensitive (store away from light) and should be handled under an inert atmosphere when appropriate to ensure long-term stability. Keep the container tightly sealed in a dry environment to prevent moisture absorption.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white solid |
| Identification (HPLC) | Conforms to reference standard |
| 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.
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