Description

tert-butyl 4-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate (CAS: 877399-74-1) is a high-purity boronic ester derivative designed for advanced synthetic applications in pharmaceutical and materials research. With the molecular formula C₁₉H₃₂BN₃O₄, this compound features a piperidine core functionalized with a Boc-protected amine and a pinacol boronate ester-substituted pyrazole, enabling versatile cross-coupling reactions such as Suzuki-Miyaura couplings. Its stability under inert conditions and compatibility with organometallic catalysts make it an essential intermediate for constructing complex heterocycles and bioactive molecules. Supplied as a white to off-white crystalline solid with ≥95% purity (HPLC), this reagent is ideal for medicinal chemistry, agrochemical development, and boron-based polymer synthesis.

Properties

• CAS Number: 877399-74-1
• Complexity: 540
• IUPAC Name: tert-butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]piperidine-1-carboxylate
• InChI: InChI=1S/C19H32BN3O4/c1-17(2,3)25-16(24)22-10-8-15(9-11-22)23-13-14(12-21-23)20-26-18(4,5)19(6,7)27-20/h12-13,15H,8-11H2,1-7H3
• InChI Key: QSQWENQPOSRWLP-UHFFFAOYSA-N
• Exact Mass: 377.2485867
• Molecular Formula: C19H32BN3O4
• Molecular Weight: 377.3
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CN(N=C2)C3CCN(CC3)C(=O)OC(C)(C)C
• Topological: 65.8
• Monoisotopic Mass: 377.2485867
• Synonyms: tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate, tert-Butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate, tert-butyl 4-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate, tert-butyl 4-(4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate, 800-459-4, 877399-74-1, 1-(1-Boc-4-piperidyl)pyrazole-4-boronic acid pinacol ester, 1-(1-BOC-PIPERIDIN-4-YL)-PYRAZOLE-4-BORONIC ACID PINACOL ESTER, TERT-BUTYL 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRAZOL-1-YL]PIPERIDINE-1-CARBOXYLATE, MFCD11112131, 4-[4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-PYRAZOL-1-YL]-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER, 1265484-33-0, 4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]piperidine-1-carboxylic Acid tert-Butyl Ester, tert-Butyl4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylate, 1-(1-Boc-piperidin-4-yl)pyrazole-4-boronic Acid Pinacol Ester, 2-[1-(1-Boc-piperidin-4-yl)pyrazol-4-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, C19H32BN3O4, 4-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl)piperidine-1-carboxylic acid tert-butyl ester, TERT-BUTYL-4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL]PIPERIDINE-1-CARBOXYLATE, SCHEMBL320828, QSQWENQPOSRWLP-UHFFFAOYSA-N, DTXSID901007779, BCP01622, CS-M0268, AKOS015841290, 6T7DZ73552, GS-5869, PB31552, (1-(1-(TERT-BUTOXYCARBONYL)PIPERIDIN-4-YL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER, NCGC00663131-01, AC-25087, SY028027, DB-002095, B5002, EN300-234034, Z1741977328, 1-(N-BOC-PIPERIDIN-4-YL)-1H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER, 1-[1-(tert-Butoxycarbonyl)piperidin-4-yl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 1-PIPERIDINECARBOXYLIC ACID, 4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL]-, 1,1-DIMETHYLETHYL ESTER, 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]-piperidin-1-carboxylic acid tert-butyl ester, 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]-piperidin-1-carboxylic acid tert.butyl ester, 4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrazol-1-yl]-piperidine-1-carboxylic acid tert.butyl ester, 4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester;, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester, 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrazol-1-yl]piperidine-1-carboxylic acid tert-butyl ester, 4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]-piperidine-1-carboxylic acid tert-butyl ester, 4-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-pyrazol-1-yl]-piperidine-1-carboxylic acid tert-butylester, 4-[4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine-1-carboxylic acid tert-butyl ester, t-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-pyrazol-1-yl)piperidine-1-carboxylate, tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)piperidin-1-carboxylate, tert-butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate, tert-Butyl 4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan -2-yl)pyrazol-1-yl]piperidine-1-carboxylate, tert-butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyrazol-1-yl]-piperidine-1-carboxylate, tert-butyl 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]-piperidine-1-carboxylate

This compound serves as a key building block in palladium-catalyzed cross-coupling reactions to introduce pyrazole-boronate motifs into target molecules. It is widely used in the synthesis of kinase inhibitors and GPCR-targeted pharmaceuticals due to its orthogonal reactivity with halides and triflates. The Boc-protected piperidine moiety additionally facilitates selective deprotection for further functionalization in peptide-mimetic drug design.

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 (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, 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 (83.3%)

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