Description

2-Oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-ylboronic acid (CAS: 1111637-70-7) is a high-purity boronic acid derivative with the molecular formula C₇H₇BN₂O₃. This heterocyclic compound features a boronic acid functional group attached to a pyrrolopyridine scaffold, making it a valuable building block for Suzuki-Miyaura cross-coupling reactions in pharmaceutical and agrochemical research. The product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring optimal performance in synthetic applications. Its IUPAC name is (2-oxo-1,3-dihydropyrrolo[2,3-b]pyridin-5-yl)boronic acid, and it is rigorously tested for heavy metals, residual solvents, and moisture content to meet stringent laboratory standards. Suitable for use in medicinal chemistry, this reagent is packaged under inert gas to enhance stability and shelf life.

Properties

• CAS Number: 1111637-70-7
• Complexity: 224
• IUPAC Name: (2-oxo-1,3-dihydropyrrolo[2,3-b]pyridin-5-yl)boronic acid
• InChI: InChI=1S/C7H7BN2O3/c11-6-2-4-1-5(8(12)13)3-9-7(4)10-6/h1,3,12-13H,2H2,(H,9,10,11)
• InChI Key: AUXRTOOHRROMLP-UHFFFAOYSA-N
• Exact Mass: 178.0549723
• Molecular Formula: C7H7BN2O3
• Molecular Weight: 177.96
• SMILES: B(C1=CC2=C(NC(=O)C2)N=C1)(O)O
• Topological: 82.5
• Monoisotopic Mass: 178.0549723
• Synonyms: 2-OXO-2,3-DIHYDRO-1H-PYRROLO[2,3-B]PYRIDIN-5-YLBORONIC ACID, 2-Oxo-2,3-dihydro-1H-pyrrolo(2,3-b)pyridin-5-ylboronic acid, 873-227-3, 1111637-70-7, (2-Oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid, {2-oxo-1h,2h,3h-pyrrolo[2,3-b]pyridin-5-yl}boronic acid, (2-oxo-1,3-dihydropyrrolo[2,3-b]pyridin-5-yl)boronic acid, 2-Oxo-2,3-dihydro-1H-pyrrolo-[2,3-b]pyridin-5-ylboronic acid, B-(2,3-DIHYDRO-2-OXO-1H-PYRROLO[2,3-B]PYRIDIN-5-YL)-BORONIC ACID, Boronicacid,B-(2,3-dihydro-2-oxo-1H-pyrrolo[2,3-b]pyridin-5-yl)-, MFCD12974879, SCHEMBL2953884, DTXSID90726141, AKOS022186440, AB66538, AS-50966, DB-084356, CS-0052958, EN300-148319, P11576, (2-Oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-5-yl)boronicacid

Application

This boronic acid derivative is primarily employed as a key intermediate in the synthesis of biologically active compounds via palladium-catalyzed cross-coupling reactions. It serves as a crucial building block for developing kinase inhibitors and other small-molecule therapeutics targeting oncology and inflammatory diseases. Researchers also utilize it in the construction of complex heterocyclic frameworks for drug discovery programs.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.