6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolo[5,4-b]pyridine

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolo[5,4-b]pyridine
Brand: ChemScene
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CAS No. 1580489-60-6
Cat. No. CS-0187976
Purity≥95%
MDL No.None

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolo[5,4-b]pyridine|CS-0187976

Structure of 1580489-60-6

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Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolo[5,4-b]pyridine features a boronate ester group enabling direct Suzuki-Miyaura coupling under standard conditions. This bench-stable, moisture-tolerant heteroarylboronate integrates readily into complex molecular architectures, offering efficient access to functionalized thiazolopyridine scaffolds in medicinal chemistry and materials synthesis.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolo[5,4-b]pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The thiazolo[5,4-b]pyridine core provides a rigid, electron-deficient heterocyclic scaffold with demonstrated utility in medicinal chemistry and materials science. The pinacol boronate ester enables stable handling, broad functional group tolerance, and compatibility with standard catalytic conditions, facilitating efficient C–C bond formation under mild reaction parameters.

General Information

CAS No. 1580489-60-6
Cat. No. CS-0187976
Purity ≥95%
MDL No. None
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅BN₂O₂S
Molecular Weight 262.14
Synonym(s) 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)[1,3]thiazolo[5,4-b]pyridine
SMILES CC1(C)C(C)(C)OB(C2=CN=C(SC=N3)C3=C2)O1

Computational Chemistry Data

TPSA 44.24
LogP 1.9905
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiazolo[5,4-b]pyridine

CAS No. 1580489-60-6

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