Description

1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (CAS No. 903550-26-5) is a high-purity boronic ester derivative designed for advanced synthetic applications in pharmaceutical and materials research. This compound, with the molecular formula C₁₄H₂₃BN₂O₃, features a tetrahydropyran (THP)-protected pyrazole core coupled with a pinacol boronate ester group, making it an essential intermediate for Suzuki-Miyaura cross-coupling reactions. Its stability under inert conditions and compatibility with diverse reaction environments ensure reliable performance in complex organic syntheses. Ideal for researchers requiring precise borylation reactions, this product is rigorously tested for purity (>97%) and supplied with comprehensive analytical data (NMR, HPLC, MS). Store under inert gas at -20°C to maintain optimal stability.

Properties

• CAS Number: 903550-26-5
• Complexity: 348
• IUPAC Name: 1-tetrahydropyran-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
• InChI: InChI=1S/C14H23BN2O3/c1-13(2)14(3,4)20-15(19-13)11-8-9-16-17(11)12-7-5-6-10-18-12/h8-9,12H,5-7,10H2,1-4H3
• InChI Key: ZZRFDLHBMBHJTI-UHFFFAOYSA-N
• Exact Mass: 278.1801728
• Molecular Formula: C14H23BN2O3
• Molecular Weight: 278.16
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=NN2C3CCCCO3
• Topological: 45.5
• Monoisotopic Mass: 278.1801728
• Synonyms: 1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester, 640-188-7, 903550-26-5, 1-(2-Tetrahydropyranyl)-1H-Pyrazole-5-Boronic acid pinacol ester, 1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester, 1-(oxan-2-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, MFCD09037501, 1-(oxan-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid, pinacol ester, [1-(Tetrahydropyran-2-yl)-1H-pyrazol-5-yl]boronic acid pinacol ester, 1-(Oxan-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-(Tetrahydropyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-(2-Tetrahydropyranyl)-1H-pyrazole-5-boronic acid pinacol ester;1-THP-1H-Pyrazolyl-5-boronic acid pinacol ester, 1-(TETRAHYDROPYRAN-2-YL)-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE, 1H-PYRAZOLE, 1-(TETRAHYDRO-2H-PYRAN-2-YL)-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, UF75GHC3A7, SCHEMBL365094, DTXSID60469033, ZZRFDLHBMBHJTI-UHFFFAOYSA-N, BCP06154, BBL103878, STL557688, AKOS005259544, AS-2382, CS-W001242, HY-W001242, PB32685, (1-(TETRAHYDRO-2H-PYRAN-2-YL)-1H-PYRAZOL-5-YL)BORONIC ACID PINACOL ESTER, 2-(1-(2H-3,4,5,6-tetrahydropyran-2-yl)pyrazol-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, AC-27320, PD200171, SY013204, 1-THP-Pyrazole-5-boronic acid pinacol ester, NS00007825, T3215, EC 640-188-7, EN300-212621, 1-THP-1H-PYRAZOLYL-5-BORONIC ACID PINACOL ESTER, Z1741971446, 1-(2-Tetrahydropyranyl)pyrazole-5-boronic Acid Pinacol Ester, 1-(tetrahydropyran-2-yl)-1 h-pyrazole-5-boronic acid pinacol ester, 1-(tetra-hydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester, 1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester, 97%, 1-Tetrahydropyran-2-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-(tetrahydro-2 h-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)-1H-pyrazole, 1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaboroian-2-yl)-1H-pyrazole, 1-THP-1H-Pyrazolyl-5-boronic acid pinacol ester; 1-(oxan-2-yl)-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

This compound is widely used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials via Suzuki-Miyaura cross-coupling. Its THP-protected pyrazole moiety enhances stability during multi-step syntheses, while the boronate ester group facilitates efficient carbon-carbon bond formation. Applications include the development of bioactive molecules, OLED materials, and boron-containing polymers. Suitable for both small-scale research and industrial-scale production.

Safety and Hazards

GHS Hazard Statements

• H302 (84.6%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (12.8%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (12.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H411 (82.1%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P264, P264+P265, P270, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P391, and P501

Hazard Classes and Categories

• Acute Tox. 4 (84.6%)
• Skin Irrit. 2 (12.8%)
• Eye Irrit. 2A (12.8%)
• Aquatic Chronic 2 (82.1%)

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