Ethyl 5-bromo-2-methylnicotinate

CAS No. 129477-21-0
Cat. No. CS-W008669
Purity≥96%
MDL No.MFCD10698571

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Ethyl 5-bromo-2-methylnicotinate|CS-W008669

Structure of 129477-21-0

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Description

Ethyl 5-bromo-2-methylnicotinate features a brominated pyridine core with an electron-deficient heterocycle, enabling direct functionalization in cross-coupling reactions. The ethyl ester group facilitates downstream derivatization, while the methyl substituent provides steric stabilization. This bench-stable reagent integrates efficiently into synthetic sequences requiring regioselective halogenation and is compatible with palladium-catalyzed transformations under standard conditions.

Application

Ethyl 5-bromo-2-methylnicotinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine functionality. The ester and methyl groups provide orthogonal handles for further derivatization, while the pyridine core offers stability and compatibility with standard reaction conditions. Its bench-stable nature and predictable reactivity make it ideal for constructing complex scaffolds in medicinal chemistry and materials science workflows.

General Information

CAS No. 129477-21-0
Cat. No. CS-W008669
Purity ≥96%
MDL No. MFCD10698571
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO₂
Molecular Weight 244.09
Synonym(s) ethyl 5-bromo-2-methylpyridine-3-carboxylate
SMILES O=C(C1=CC(Br)=CN=C1C)OCC

Computational Chemistry Data

TPSA 39.19
LogP 2.32922
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 5-bromo-2-methylnicotinate

CAS No. 129477-21-0

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