Description

tert-Butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (CAS: 552846-17-0) is a high-purity boronic ester derivative extensively utilized in organic synthesis and pharmaceutical research. With the molecular formula C₁₄H₂₃BN₂O₄, this compound features a pinacol boronate ester group coupled with a Boc-protected pyrazole moiety, offering excellent stability and reactivity for Suzuki-Miyaura cross-coupling reactions. Its IUPAC name, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate, reflects its precise chemical structure. Ideal for researchers, this product is rigorously tested via HPLC, NMR, and mass spectrometry to ensure ≥95% purity, making it a reliable building block for drug discovery, agrochemical development, and materials science applications. Packaged under inert gas to prevent degradation.

Properties

• CAS Number: 552846-17-0
• Complexity: 404
• IUPAC Name: tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate
• InChI: InChI=1S/C14H23BN2O4/c1-12(2,3)19-11(18)17-9-10(8-16-17)15-20-13(4,5)14(6,7)21-15/h8-9H,1-7H3
• InChI Key: IPISOFJLWYBCAV-UHFFFAOYSA-N
• Exact Mass: 294.1750874
• Molecular Formula: C14H23BN2O4
• Molecular Weight: 294.16
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN(N=C2)C(=O)OC(C)(C)C
• Topological: 62.6
• Monoisotopic Mass: 294.1750874
• Synonyms: tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate, 676-377-6, 552846-17-0, 1-Boc-pyrazole-4-boronic acid pinacol ester, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate, 1-Boc-4-pyrazoleboronic acid pinacol ester, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylate, n-boc-pyrazole-4-boronic acid pinacol ester, MFCD05663873, 1-Boc-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-(tert-Butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 1-tert-butoxycarbonyl-1h-pyrazole-4-boronic acid pinacol ester, tert-Butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate, 1,1-dimethylethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate, 1H-PYRAZOLE-1-CARBOXYLIC ACID, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, 1,1-DIMETHYLETHYL ESTER, 1-tert-Butoxycarbonyl-4-1H-pyrazoleboronic acid, 89FKM3J9JG, 2-(1-Boc, SCHEMBL141413, DTXSID80584474, IPISOFJLWYBCAV-UHFFFAOYSA-N, 1-tert-butoxycarbonyl-1h-pyrazole-4-boronic acid, pinacol ester, BCP22825, BBL102619, SBB071340, STL556422, (1-(TERT-BUTOXYCARBONYL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER, AKOS005258263, AB21992, AS-2962, BCP9000048, CS-W003233, HY-W003233, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrazole-1-carboxylic acid tert-butyl ester, PD200181, SY006077, 1-Boc-pyrazol-4-boronic acid pinacol ester, n-boc-4-pyrazole boronic acid pinacol ester, 1-boc-4-pyrazole boronic acid pinacol ester, 1-Boc-Pyrazole-4-Boronicacid Pinacoal Ester, B5203, 1-Boc-pyrazolyl-4-boronic Acid Pinacol Ester, EN300-92083, 1-Boc-pyrazole-4-boronic acid pinacol ester, 97%, Z1263597321, 1-(tert-Butoxycarbonyl)pyrazolyl-4-boronic Acid Pinacol Ester, 1-Tert-butoxycarbonyl-4-1H-pyrazoleboronic acid pinacol ester, N1-BOC-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-(t-butoxycarbonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole, 2-(1-(tert-Butoxycarbonyl)pyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(1-tert-Butoxycarbonyl-4-pyrazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, t-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate, tert-Butyl 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-pyrazolecarboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxy late, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrazole-1-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolecarboxylate, tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-carboxylate, tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate, TERT-BUTYL4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRAZOLE-1-CARBOXYLATE, 2-(1-(tert-Butoxycarbonyl)pyrazol-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazole-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)-1h-pyrazole-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOLE-1-CARBOXYLICACID TERT-BUTYL ESTER, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrazole-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRAZOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole-1-carboxylic acid-tert-butyl ester, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2yl)-pyrazole-1-carboxylic acid tert-butyl ester

Application

This compound serves as a versatile intermediate in Pd-catalyzed cross-coupling reactions, enabling the synthesis of biaryl and heteroaryl structures prevalent in pharmaceuticals. It is particularly valuable in constructing pyrazole-based scaffolds for kinase inhibitors and anticancer agents. The Boc-protecting group enhances solubility and facilitates further functionalization under mild conditions. Researchers also employ it in high-throughput screening and proteomics due to its robust stability.

Safety and Hazards

GHS Hazard Statements

• H302 (37.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (25%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (87.5%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (87.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (25%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (75%): 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 (37.5%)
• Acute Tox. 4 (25%)
• Skin Irrit. 2 (87.5%)
• Eye Irrit. 2A (87.5%)
• Acute Tox. 4 (25%)
• STOT SE 3 (75%)

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