Ethyl 4-bromo-6-methylpicolinate

Name: Ethyl 4-bromo-6-methylpicolinate
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CAS No. 947179-03-5
Cat. No. CS-0157934
Purity≥97%
MDL No.None

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Ethyl 4-bromo-6-methylpicolinate|CS-0157934

Structure of 947179-03-5

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General Information

CAS No. 947179-03-5
Cat. No. CS-0157934
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀BrNO₂
Molecular Weight 244.09
Synonym(s) 2-Pyridinecarboxylic acid, 4-broMo-6-Methyl-, ethyl ester
SMILES C1(=NC(C)=CC(=C1)Br)C(=O)OCC

Description

Ethyl 4-bromo-6-methylpicolinate features a brominated pyridine core with strategic methyl and ester functionalities, enabling direct incorporation into cross-coupling reactions. The para-bromine serves as a reliable handle for palladium-mediated transformations, while the electron-deficient ring enhances reactivity in nucleophilic substitution processes. This bench-stable intermediate supports efficient synthesis of bioactive heterocycles and pharmaceutical scaffolds under standard conditions.

Application

Ethyl 4-bromo-6-methylpicolinate serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromine functionality. The ester group facilitates further transformations, while the methyl and picolinate moieties provide structural rigidity and polarity suitable for targeted heterocycle synthesis. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step synthetic sequences.

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

Quality Control

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Computational Chemistry Data

TPSA 39.19
LogP 2.32922
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 4-bromo-6-methylpicolinate

CAS No. 947179-03-5

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