7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine

Name: 7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine
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CAS No. 1210048-18-2
Cat. No. CS-0135412
Molecule weight245.09
Purity≥97%
MDL No.MFCD13181995

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7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine|CS-0135412

Structure of 1210048-18-2

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General Information

CAS No. 1210048-18-2
Cat. No. CS-0135412
Purity ≥97%
MDL No. MFCD13181995
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₆BN₃O₂
Molecular Weight 245.09
Synonym(s) [1,2,4]triazolo[1,5-a]pyridin-7-ylboronic acid pinacol ester
SMILES CC1(C)OB(OC1(C)C)C2=CC3=NC=NN3C=C2

Description

This boronate-functionalized triazolopyridine integrates readily into Suzuki-Miyaura coupling reactions under mild conditions, delivering diverse heterocyclic architectures with high efficiency. The tetramethylboronate moiety ensures stability and compatibility with aqueous and protic solvents, enabling reliable cross-coupling in complex synthetic sequences.

Application

7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. Its stability under ambient conditions and compatibility with diverse functional groups enable efficient access to triazolopyridine-containing scaffolds in medicinal chemistry and materials science. The tetramethylboronate moiety facilitates reliable coupling with aryl halides and pseudohalides, making it a practical reagent for constructing complex heterocyclic architectures.

Synthesis

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  1210048-18-2
References
- BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; KAST, Raimund; GRIEBENOW, Nils; MEIER, Heinrich; KOLKHOF, Peter; ALBRECHT-KUePPER, Barbara; NITSCHE, Adam; STASCH, Johannes-Peter; SCHNEIDER, Dirk; TEUSCH, Nicole; RUDOLPH, Joachim; WHELAN, James; BULLOCK, William; PLEASIC-WILLIAMS, Susan Patent: WO2010/20363 A1, 2010 ; Location in patent: Page/Page column 124-125 ;

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 48.65
LogP 1.0285
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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7-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine

CAS No. 1210048-18-2

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