Ethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carboxylate

Name: Ethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carboxylate
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CAS No. 1426136-45-9
Cat. No. CS-0135170
Molecule weight316.16
Purity≥97%
MDL No.None

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Ethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carboxylate|CS-0135170

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General Information

CAS No. 1426136-45-9
Cat. No. CS-0135170
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₁BN₂O₄
Molecular Weight 316.16
Synonym(s) None
SMILES O=C(C1=CN=C2C=CC(B3OC(C)(C)C(C)(C)O3)=CN21)OCC

Description

Ethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carboxylate features a boronate ester group that enables efficient Suzuki-Miyaura coupling. This bench-stable reagent integrates seamlessly into C–C bond formation workflows, offering high functional group tolerance and predictable reactivity under standard conditions.

Application

Ethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carboxylate serves as a versatile boron-containing building block for palladium-catalyzed cross-coupling reactions. The imidazo[1,2-a]pyridine core provides a rigid, nitrogen-rich scaffold relevant to medicinal chemistry, while the boronic ester group enables efficient C–C bond formation under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid access to complex heterocyclic architectures in drug discovery and materials science applications.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 62.06
LogP 1.8102
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-3-carboxylate

CAS No. 1426136-45-9

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