Description

1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (CAS No. 761446-45-1) is a high-purity boronic ester derivative with the molecular formula C₁₆H₂₁BN₂O₂. This compound features a benzyl-protected pyrazole core coupled with a pinacol boronate ester group, making it an essential intermediate in Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its stable dioxaborolane moiety ensures excellent shelf-life and handling properties under inert conditions. Ideal for pharmaceutical research, agrochemical development, and materials science, this reagent is supplied as a white to off-white crystalline solid with ≥95% purity (HPLC). Store under nitrogen at 2-8°C to maintain optimal stability.

Properties

• CAS Number: 761446-45-1
• Complexity: 353
• IUPAC Name: 1-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
• InChI: InChI=1S/C16H21BN2O2/c1-15(2)16(3,4)21-17(20-15)14-10-18-19(12-14)11-13-8-6-5-7-9-13/h5-10,12H,11H2,1-4H3
• InChI Key: ZVPORPUUZXIPEF-UHFFFAOYSA-N
• Exact Mass: 284.1696081
• Molecular Formula: C16H21BN2O2
• Molecular Weight: 284.2
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN(N=C2)CC3=CC=CC=C3
• Topological: 36.3
• Monoisotopic Mass: 284.1696081
• Synonyms: 761446-45-1, 1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, DTXSID80370495, 1-benzyl-1h-pyrazole-4-boronic acid, pinacol ester, DTXCID50321530, 671-685-7, 1-(Phenylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-Benzyl-1H-pyrazole-4-boronic acid pinacol ester, 1-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-Benzylpyrazole-4-boronic acid pinacol ester, 1-benzyl-4-1h-pyrazoleboronic acid, pinacol ester, MFCD03789252, 1-BENZYL-4-PYRAZOLEBORONIC ACID PINACOL ESTER, 1-Benzylpyrazole-4-boronic acid, pinacol ester, 1-benzyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, SCHEMBL98814, ZVPORPUUZXIPEF-UHFFFAOYSA-N, (1-BENZYL-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER, BCP22348, AKOS015950592, AB16116, AC-9173, AS-3002, BCP9000045, CS-W010030, SY006076, BCP0726000025, B4364, EN300-212555, 1-Benzylpyrazole-4-boronic acid pinacol ester, 95%, A1-24356, F2147-7153, Z1741960567, 1-benzyl-4-(4,4,5,5-tetra methyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-Benzyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole, 2-(1-Benzyl-4-pyrazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-Benzyl-4-pyrazole boronic acid pinacol ester

Application

This compound is widely used as a key building block in medicinal chemistry for the synthesis of biologically active pyrazole derivatives. It serves as a versatile precursor in palladium-catalyzed cross-coupling reactions to create novel aryl- and heteroaryl-pyrazole scaffolds. Researchers employ it in drug discovery programs targeting kinase inhibitors and GPCR modulators. The pinacol boronate group enables efficient conjugation with halogenated aromatics under mild conditions.

Safety and Hazards

GHS Hazard Statements

• H302 (16.7%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (16.7%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (16.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (83.3%): 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 (16.7%)
• Acute Tox. 4 (16.7%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (16.7%)
• STOT SE 3 (83.3%)

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