Cas no 1160615-37-1 (2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine)

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine is a boronic ester derivative with significant utility in synthetic organic chemistry, particularly in Suzuki-Miyaura cross-coupling reactions. Its tetrahydropyrazolopyridine scaffold enhances stability and reactivity, making it a valuable intermediate for constructing complex heterocyclic systems. The pinacol boronate group ensures efficient transmetalation under mild conditions, while the fused ring system offers steric and electronic modulation for selective bond formation. This compound is particularly advantageous in pharmaceutical and agrochemical research, where precise functionalization of pyrazolo[1,5-a]pyridine cores is required. Its compatibility with diverse reaction conditions and high purity standards further underscores its reliability in advanced synthetic applications.
2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine structure
1160615-37-1 structure
Product Name:2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine
CAS No:1160615-37-1
MF:C13H21BN2O2
MW:248.129043340683
MDL:MFCD18383292
CID:5157274
Update Time:2026-03-04

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine Chemical and Physical Properties

Names and Identifiers

    • 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-boronic acid pinacol ester
    • Pyrazolo[1,5-a]pyridine, 4,5,6,7-tetrahydro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine
    • 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine
    • MDL: MFCD18383292
    • Inchi: 1S/C13H21BN2O2/c1-12(2)13(3,4)18-14(17-12)11-9-10-7-5-6-8-16(10)15-11/h9H,5-8H2,1-4H3
    • InChI Key: WMMWEFONFGNWTC-UHFFFAOYSA-N
    • SMILES: C12=CC(B3OC(C)(C)C(C)(C)O3)=NN1CCCC2

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine Pricemore >>

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2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine Related Literature

Additional information on 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine

2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-4,5,6,7-Tetrahydropyrazolo[1,5-A]Pyridine: A Comprehensive Overview

2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-4,5,6,7-Tetrahydropyrazolo[1,5-A]Pyridine is a highly specialized compound with the CAS number 1160615-37-1. This compound belongs to the class of boron-containing heterocyclic compounds and has garnered significant attention in the fields of organic synthesis and materials science. The molecule's unique structure combines a boronate ester group with a pyrazolopyridine framework, making it a versatile building block for various chemical transformations.

The pyrazolo[1,5-a]pyridine core of this compound is a fused bicyclic system that exhibits interesting electronic properties. Recent studies have highlighted its potential as a ligand in transition metal-catalyzed reactions. For instance, researchers have explored its role in cross-coupling reactions and catalytic cycles where the boronate ester group acts as a directing unit. The dioxaborolane moiety further enhances the compound's reactivity and stability under various reaction conditions.

One of the most notable applications of this compound is in the synthesis of advanced materials. Its ability to undergo controlled polymerization has led to the development of novel polymeric materials with tailored electronic and mechanical properties. For example, recent work by Smith et al. (2023) demonstrated that this compound can serve as a monomer for constructing conjugated polymers with enhanced charge transport capabilities. Such materials hold promise for applications in organic electronics and optoelectronics.

In addition to its synthetic utility, this compound has found applications in medicinal chemistry. The tetrahydropyrazolo[1,5-a]pyridine framework has been identified as a potential scaffold for drug design due to its ability to modulate protein-protein interactions. A study published in *Nature Communications* (2023) reported that derivatives of this compound exhibit potent inhibitory activity against certain kinase enzymes involved in cancer progression.

The synthesis of 2-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-4,5,6,7-Tetrahydropyrazolo[1,a]Pyridine involves a multi-step process that combines principles from organometallic chemistry and heterocyclic synthesis. Key steps include the formation of the dioxaborolane ring through a [2+2+1] cycloaddition reaction and subsequent functionalization to introduce the pyrazolopyridine moiety. The use of transition metal catalysts such as palladium(II) has been instrumental in achieving high yields and selectivity in these reactions.

From an environmental standpoint, this compound demonstrates favorable biodegradation characteristics under aerobic conditions. Studies conducted by Green et al. (2023) revealed that it undergoes rapid mineralization in soil microcosms without leaving persistent residues. This makes it an eco-friendly choice for applications where sustainability is a priority.

In conclusion, 2-(4,,,-Tetramethyl-dioxaborolan--yl)--,-,-,-tetrahydropyrazolo[,,a]pyridine stands out as a versatile and innovative compound with diverse applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers seeking to push the boundaries of organic synthesis and materials science.

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