Methyl 2-bromo-5-methylnicotinate

Name: Methyl 2-bromo-5-methylnicotinate
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CAS No. 136227-39-9
Cat. No. CS-0041847
Purity≥98%
MDL No.None

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Methyl 2-bromo-5-methylnicotinate|CS-0041847

Structure of 136227-39-9

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General Information

CAS No. 136227-39-9
Cat. No. CS-0041847
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) methyl 2-bromo-5-methyl-3-pyridine carboxylate
SMILES O=C(OC)C1=C(Br)N=CC(C)=C1

Description

Methyl 2-bromo-5-methylnicotinate is a brominated nicotinate ester featuring a methyl group at the 5-position and a bromine atom at the 2-position. This electron-deficient heterocycle integrates readily into cross-coupling reactions, offering enhanced reactivity in palladium-catalyzed transformations. The ester functionality enables straightforward derivatization, while the steric profile of the 5-methyl substituent improves stability under standard reaction conditions.

Application

Methyl 2-bromo-5-methylnicotinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine functionality. The methyl ester and methyl substituent provide orthogonal handles for further derivatization, while the pyridine core offers inherent stability and compatibility with standard reaction conditions. This compound facilitates efficient access to substituted nicotinates and related pharmaceutical scaffolds.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 39.19
LogP 1.93912
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 2-bromo-5-methylnicotinate

CAS No. 136227-39-9

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