Description

1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]piperidine (CAS No. 852228-08-1) is a highly specialized boronic ester derivative designed for advanced organic synthesis and pharmaceutical research. This compound features a pyridine core substituted with a piperidine group and a pinacol boronate ester, making it an invaluable intermediate in Suzuki-Miyaura cross-coupling reactions for constructing complex heterocyclic frameworks. With a molecular formula of C₁₆H₂₅BN₂O₂ and a purity of ≥97%, it is rigorously characterized by ¹H NMR, ¹³C NMR, and LC-MS to ensure batch-to-batch consistency. Ideal for medicinal chemistry, it enables precise C-C bond formation under mild conditions while offering excellent stability and solubility in common organic solvents (e.g., THF, DMF). Packaged under inert gas to prevent hydrolysis, this reagent is a must-have for researchers developing kinase inhibitors, agrochemicals, or functional materials.

Properties

• CAS Number: 852228-08-1
• Complexity: 353
• IUPAC Name: 2-(1-piperidyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• InChI: InChI=1S/C16H25BN2O2/c1-15(2)16(3,4)21-17(20-15)13-8-9-14(18-12-13)19-10-6-5-7-11-19/h8-9,12H,5-7,10-11H2,1-4H3
• InChI Key: MLJZIQHWAUYAPA-UHFFFAOYSA-N
• Exact Mass: 288.2009082
• Molecular Formula: C16H25BN2O2
• Molecular Weight: 288.2
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN=C(C=C2)N3CCCCC3
• Topological: 34.6
• Monoisotopic Mass: 288.2009082
• Synonyms: 1-[5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-2-PYRIDINYL]PIPERIDINE, 1-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)piperidine, 640-501-7, 852228-08-1, 2-(piperidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-(Piperidin-1-yl)pyridine-5-boronic acid pinacol ester, 6-(Piperidin-1-yl)pyridine-3-boronic acid pinacol ester, 2-piperidin-1-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-(Piperidino)pyridine-5-boronic acid pinacol ester, MFCD06798274, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(piperidin-1-yl)pyridine, 2-(1-piperidinyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2-Piperidin-1-ylpyridine-5-boronic acid pinacol ester, SCHEMBL1330752, 6-(1-Piperidinyl)pyridine-3-boronic Acid Pinacol Ester, 6-(Piperidin-1-yl)pyridine-3-boronic acid, pinacol ester, DTXSID30585956, MLJZIQHWAUYAPA-UHFFFAOYSA-N, (6-(PIPERIDIN-1-YL)PYRIDIN-3-YL)BORONIC ACID PINACOL ESTER, AKOS015949934, AB29931, AS-2752, SY020004, CS-0153848, A841264, 6-(Piperidin-1-yl)pyridine-3-boronic acid pinacol ester, 97%, 3-HYDROXY-2,3-DIMETHYLBUTAN-2-YL HYDROGEN 6-(PIPERIDIN-1-YL)PYRIDIN-3-YLBORONATE

This boronic ester is widely used in Suzuki-Miyaura cross-coupling reactions to synthesize biaryl and heteroaryl compounds, critical in drug discovery. It serves as a key building block for pharmaceutical intermediates targeting kinase modulation. Researchers also employ it in metal-catalyzed borylation reactions to access novel boron-containing scaffolds.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
• 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, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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