CAS 1429906-71-7 · Boronic Acid / Boronate Ester · 5 functional traits · cGMP compliant · Ships from USA in 2-3 days
3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile (CAS Number: 1429906-71-7) is a boronic acid derivative valued for its role in carbon–carbon bond-forming reactions featuring Pyridine, Pyrrole, Dioxaborolane (Pinacol boronate) ring systems with defined stereochemistry. ChemContract Research supplies this complex-complexity compound in high purity from our Huntington Beach, California facility, ensuring consistent quality and reliable domestic delivery throughout the United States.
The boron atom in this compound enables transmetalation with palladium catalysts, making it a cornerstone reagent for Suzuki coupling — one of the most widely used reactions in pharmaceutical process chemistry. Heterocyclic rings appear in approximately 85% of all biologically active compounds. The nitrogen, oxygen, or sulfur heteroatom modulates electron density, hydrogen bonding, and aqueous solubility. The nitrile group is a bioisostere for both carboxylic acids and amides, and has emerged as a covalent warhead in next-generation kinase inhibitors like saxagliptin and neratinib.
Primary applications include suzuki–miyaura cross-coupling for biaryl and heterobiaryl synthesis and core scaffold in kinase inhibitor design for oncology therapeutics. This compound serves researchers and manufacturers across the pharmaceutical, medicinal chemistry, diagnostics sectors. Whether you require 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile for early-stage research, process development, or commercial-scale production, ChemContract Research offers flexible ordering from milligram to multi-kilogram quantities with custom synthesis options and full batch documentation including Certificates of Analysis (CoA) and Safety Data Sheets.
How 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile is used across pharmaceutical and medicinal chemistry sectors
Suzuki–Miyaura cross-coupling for biaryl and heterobiaryl synthesis
Core scaffold in kinase inhibitor design for oncology therapeutics
Hydrolysis to carboxylic acids or amides under controlled conditions
TMS, TBS, and TIPS protection of alcohols and amines in multi-step synthesis
Enantiopure building block for single-enantiomer drug development
Proteasome inhibitor design in oncology drug development
Detailed specifications for this boronic acid / boronate ester, including purity, molecular weight, and analytical data are available upon request. Every batch from ChemContract Research includes:
Boronic acids are generally air-stable but some may be moisture-sensitive and undergo protodeboronation. Handle with gloves and safety glasses. Handle with standard laboratory precautions. Some heterocycles may be hygroscopic or irritating. Use adequate ventilation. Some nitriles may release HCN upon decomposition. Handle in a well-ventilated fume hood with a cyanide antidote kit accessible. Some silanes are moisture-sensitive and flammable. Handle under dry conditions in a fume hood with appropriate PPE. Handle with standard precautions. Ensure proper labeling of stereochemical identity to prevent mix-ups.
Store in a tightly sealed container at room temperature under dry conditions. Protect from prolonged moisture exposure. Store at recommended temperature in a tightly sealed container. Some heterocyclic compounds are light-sensitive. Store in a cool, dry, well-ventilated area. Keep tightly sealed and away from acids and strong bases. Store under inert atmosphere in a dry, cool place. Protect from moisture and air. Store under recommended conditions. Some chiral compounds may racemize at elevated temperatures or in the presence of base.
Our chemists optimize Suzuki and Chan–Lam coupling conditions for boronic acid building blocks like 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile. Get application support alongside your order.
Every batch of 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile is produced under cGMP conditions with full CoA documentation, HPLC purity verification, and lot traceability.
Ship from our Huntington Beach, CA facility with 2-3 business day domestic delivery. No import delays, no customs fees, no tariff surprises.
Need a specific grade, quantity, or derivative of 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile? Our team of PhD chemists can develop custom synthesis solutions for your exact requirements.
Common questions about 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile is a boronic acid derivative valued for its role in carbon–carbon bond-forming reactions used primarily in the pharmaceutical and medicinal chemistry industries. Key applications include suzuki–miyaura cross-coupling for biaryl and heterobiaryl synthesis and core scaffold in kinase inhibitor design for oncology therapeutics.
ChemContract Research is a trusted USA-based supplier of 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile. We offer competitive pricing, fast domestic shipping from our Huntington Beach, California facility, and full quality documentation including Certificates of Analysis (CoA). Request a quote at chemistry@chem-contract.com or call +1 (714) 732-8549.
ChemContract Research supplies 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile in multiple purity grades: ≥95% standard grade, ≥97% high-purity grade, and ≥99% ultra-high-purity grade depending on application requirements. We can also provide custom purity grades through our synthesis capabilities. Contact us for specific purity information and CoA documentation.
Yes. ChemContract Research offers custom synthesis services for 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile from milligram to multi-kilogram scale. Our cGMP-compliant facilities and experienced chemists can accommodate custom specifications, packaging requirements, and delivery timelines. Contact our team to discuss your project.
Yes. The nitrile (–C≡N) in 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile can be hydrolyzed to a carboxylic acid (strong acid/base, heat) or to an amide (milder conditions, e.g., H₂O₂/base). It can be reduced to a primary amine (LiAlH₄ or catalytic hydrogenation), converted to a tetrazole via [3+2] cycloaddition with NaN₃, or used in Grignard additions to form ketones after hydrolysis.
The Pyridine and Pyrrole ring system(s) in 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile is a privileged structure in medicinal chemistry, appearing in numerous FDA-approved drugs. This scaffold is commonly used in kinase inhibitor design, GPCR modulator development, and lead optimization programs. ChemContract supplies this building block for early-stage discovery through process-scale manufacturing.
Store in a tightly sealed container at room temperature under dry conditions. Protect from prolonged moisture exposure. Store at recommended temperature in a tightly sealed container. Some heterocyclic compounds are light-sensitive. Store in a cool, dry, well-ventilated area. Keep tightly sealed and away from acids and strong bases. Store under inert atmosphere in a dry, cool place. Protect from moisture and air. Store under recommended conditions. Some chiral compounds may racemize at elevated temperatures or in the presence of base. Always consult the compound-specific Safety Data Sheet (SDS) provided with your order for detailed storage requirements. ChemContract Research includes handling and storage documentation with every shipment.
The CAS Registry Number for 3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile is 1429906-71-7. This unique identifier is used worldwide to reference this specific compound in chemical databases, regulatory filings, and scientific literature. ChemContract Research supplies this compound with full quality documentation. Contact us at chemistry@chem-contract.com for availability and pricing.
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