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1H-Pyrrolo[2,3-B]Pyridine-2-Carboxylic Acid, 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Ethyl Ester CAS NO 945865-21-4
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CAS No.:945865-21-4
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
1H-Pyrrolo[2,3-B]Pyridine-2-Carboxylic Acid, 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Ethyl Ester is a high-value boronic ester derivative, a crucial building block in modern synthetic chemistry. Its primary value lies in enabling efficient carbon-carbon bond formation via the Suzuki-Miyaura cross-coupling reaction, a cornerstone of pharmaceutical and advanced materials research. This compound is essential for medicinal chemists and process development scientists in the pharmaceutical, agrochemical, and material science industries seeking to construct complex heterocyclic scaffolds.
Application
- Pharmaceutical Intermediate: Key building block for synthesizing active pharmaceutical ingredients (APIs) and drug candidates, particularly those containing the privileged 7-azaindole (pyrrolopyridine) core.
- Suzuki-Miyaura Cross-Coupling: Serves as a versatile boronate ester coupling partner for the palladium-catalyzed introduction of the 4-substituted 7-azaindole moiety into complex molecules.
- Kinase Inhibitor Development: Critical precursor in the synthesis of targeted kinase inhibitors for oncology and other therapeutic areas, where the 7-azaindole scaffold is a common pharmacophore.
- Agrochemical Research: Used in the discovery and development of novel herbicides, fungicides, and insecticides with complex heterocyclic structures.
- Material Science & OLEDs: Employed in the synthesis of organic semiconductors, ligands for catalysts, and electron-transport materials for organic light-emitting diodes (OLEDs).
- Chemical Biology & Proteolysis Targeting Chimeras (PROTACs): Useful linker or warhead component in the design of bifunctional molecules for targeted protein degradation.
Basic Information
| Item | Details |
|---|---|
| Product Name | 1H-Pyrrolo[2,3-B]Pyridine-2-Carboxylic Acid, 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Ethyl Ester |
| CAS No. | 945865-21-4 |
| Molecular Formula | C16H21BN2O4 |
| Molecular Weight | 316.16 g/mol |
| Synonyms | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester; Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylate; 4-BPin-7-azaindole-2-carboxylic acid ethyl ester; 7-Azaindole-4-boronic acid pinacol ester, 2-ethoxycarbonyl-; 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, ethyl ester; 945865-21-4; 4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid ethyl ester. |
| EINECS | Contact for details |
Quality Control
Our 1H-Pyrrolo[2,3-B]Pyridine-2-Carboxylic Acid, 4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-, Ethyl Ester is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC, NMR (1H, 13C, 11B), and mass spectrometry, to ensure identity, purity, and consistency. A comprehensive Certificate of Analysis (COA) detailing all specifications is provided with every shipment to support your quality assurance and regulatory needs.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (typically 15-25°C). The container should be kept tightly sealed under an inert atmosphere to maintain stability and prevent degradation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (NMR) | Conforms to structure |
| Purity (HPLC) | ≥97.0% (Area %) |
| 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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