Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-ol (CAS No. 1310383-01-7) is a high-purity boronic ester derivative with the molecular formula C₁₁H₁₆BNO₃. This compound features a pyridine ring substituted with a hydroxyl group at the 3-position and a pinacol boronate ester at the 2-position, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions. Its stable pinacol boronate group ensures excellent handling and storage properties, while the hydroxyl functionality provides an additional site for further derivatization. Ideal for pharmaceutical research, materials science, and organic synthesis, this compound is supplied as a crystalline solid with ≥95% purity (HPLC). Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 1310383-01-7
• Complexity: 254
• IUPAC Name: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-ol
• InChI: InChI=1S/C11H16BNO3/c1-10(2)11(3,4)16-12(15-10)9-6-5-8(14)7-13-9/h5-7,14H,1-4H3
• InChI Key: LZPQXSAHAXDVRY-UHFFFAOYSA-N
• Exact Mass: 221.1223235
• Molecular Formula: C11H16BNO3
• Molecular Weight: 221.06
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=NC=C(C=C2)O
• Topological: 51.6
• Monoisotopic Mass: 221.1223235
• Synonyms: 1310383-01-7, 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-ol, 5-Hydroxypyridine-2-boronic acid pinacol ester, 3-Pyridinol, 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, SCHEMBL9940819, DTXSID40590556, MFCD08752646, AKOS015947489, AB48952, CS-32130, SY030441, DB-185850

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-ol is widely used as a key building block in Suzuki-Miyaura cross-coupling reactions to construct biaryl and heteroaryl structures. Its hydroxyl group allows for subsequent functionalization, enabling the synthesis of complex molecules in medicinal chemistry. Researchers also employ it in the development of boron-containing polymers and advanced materials. This compound is particularly valuable in the synthesis of kinase inhibitors and other bioactive small molecules.

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