3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyridine

Name: 3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyridine
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CAS No. 1286202-05-8
Cat. No. CS-0055642
Purity≥95%
MDL No.None

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3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyridine|CS-0055642

Structure of 1286202-05-8

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Description

This pyrazole-functionalized boronate ester integrates seamlessly into cross-coupling reactions, offering enhanced stability and selective reactivity. The tetramethyl-1,3,2-dioxaborolan-2-yl group enables efficient Suzuki-Miyaura coupling under mild conditions, while the pyridine moiety provides a robust anchor for further derivatization in medicinal chemistry and materials synthesis.

Application

3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient C–C bond formation under mild conditions, while the pyrazole-pyridine scaffold provides structural rigidity and orthogonal reactivity. It exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in diverse synthetic workflows involving heterocyclic systems and complex molecular architectures.

General Information

CAS No. 1286202-05-8
Cat. No. CS-0055642
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BN₃O₂
Molecular Weight 271.12
Synonym(s) 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)pyridine
SMILES B1(OC(C(O1)(C)C)(C)C)C2=CN(N=C2)C3=CN=CC=C3

Computational Chemistry Data

TPSA 49.17
LogP 1.5665
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]pyridine

CAS No. 1286202-05-8

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