6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carbonitrile

Name: 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carbonitrile
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CAS No. 1989745-33-6
Cat. No. CS-0199357
Purity≥97%
MDL No.None

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carbonitrile|CS-0199357

Structure of 1989745-33-6

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General Information

CAS No. 1989745-33-6
Cat. No. CS-0199357
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₆BN₃O₂
Molecular Weight 269.11
Synonym(s) None
SMILES N#CC1=CN=C2C=CC(B3OC(C)(C)C(C)(C)O3)=CN21

Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carbonitrile features a boronate ester group paired with an electron-deficient imidazopyridine core, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates readily into complex heterocyclic scaffolds for medicinal chemistry and materials science applications.

Application

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carbonitrile serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its imidazo[1,2-a]pyridine core provides a rigid, electron-deficient heterocyclic scaffold with established utility in medicinal chemistry and materials science. The tetramethylboronate group enables high stability, ease of handling, and compatibility with diverse coupling partners, facilitating efficient construction of biaryl architectures under mild conditions.

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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Computational Chemistry Data

TPSA 59.55
LogP 1.50518
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carbonitrile

CAS No. 1989745-33-6

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