Description

6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (CAS: 937049-58-6) is a high-purity boronic acid pinacol ester derivative, specifically designed for advanced organic synthesis and pharmaceutical research. This compound features a stable dioxaborolane-protected boronic acid group, making it an essential building block for Suzuki-Miyaura cross-coupling reactions, a cornerstone in the synthesis of complex heterocyclic compounds. With a molecular formula of C₁₃H₁₇BN₂O₂, it offers exceptional reactivity and selectivity for the construction of indazole-based scaffolds, which are pivotal in drug discovery and material science applications. Our product is rigorously tested to ensure ≥95% purity (HPLC), guaranteeing reliable performance in sensitive reactions. Suitable for use in medicinal chemistry, agrochemical development, and catalyst design, this reagent is supplied under inert packaging to maintain stability and shelf life.

Properties

• CAS Number: 937049-58-6
• Complexity: 319
• IUPAC Name: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
• InChI: InChI=1S/C13H17BN2O2/c1-12(2)13(3,4)18-14(17-12)10-6-5-9-8-15-16-11(9)7-10/h5-8H,1-4H3,(H,15,16)
• InChI Key: YDWZPHAJTNZBEG-UHFFFAOYSA-N
• Exact Mass: 244.1383080
• Molecular Formula: C13H17BN2O2
• Molecular Weight: 244.10
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C=NN3
• Topological: 47.1
• Monoisotopic Mass: 244.1383080
• Synonyms: 937049-58-6, 6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole, 689-047-1, 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole, 1H-Indazole-6-boronic acid pinacol ester, Indazole-6-boronic acid pinacol ester, MFCD07368067, 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole, 1788080-05-6, SCHEMBL1318307, SCHEMBL5077582, YDWZPHAJTNZBEG-UHFFFAOYSA-N, DTXSID501006636, BCP13850, 6-Indazoleboronic acid pinacol ester, BBL100744, STL554538, AKOS005255609, CS-W006637, PB27772, AC-29518, DS-17001, SY006463, 1H-Indazole-6-boronic acid, pinacol ester, DB-013984, DB-155757, EN300-1068267, 1H-Indazole-6-boronic acid pinacol ester, >=95%, Z3225947006, 1H-Indazole,6-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-, 6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-indazole

This compound is widely used as a key intermediate in the synthesis of biologically active indazole derivatives via cross-coupling reactions. It enables efficient C-C bond formation in the development of pharmaceuticals, particularly kinase inhibitors and anticancer agents. Researchers also utilize it in materials science for creating boron-containing polymers with unique optoelectronic properties. Its stability under mild conditions makes it ideal for automated synthesis platforms.

Safety and Hazards

GHS Hazard Statements

• H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (33.3%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (66.7%)
• Acute Tox. 4 (33.3%)
• Skin Irrit. 2 (33.3%)
• Eye Irrit. 2A (33.3%)
• Acute Tox. 4 (33.3%)
• STOT SE 3 (33.3%)

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