Methyl 6-bromo-2-methylnicotinate

Name: Methyl 6-bromo-2-methylnicotinate
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CAS No. 1227562-32-4
Cat. No. CS-0139262
Purity≥95%
MDL No.None

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Methyl 6-bromo-2-methylnicotinate|CS-0139262

Structure of 1227562-32-4

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General Information

CAS No. 1227562-32-4
Cat. No. CS-0139262
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) Methyl 6-bromo-2-methylpyridine-3-carboxylate
SMILES O=C(C1=CC=C(Br)N=C1C)OC

Description

Methyl 6-bromo-2-methylnicotinate is a brominated nicotinate ester featuring a methyl group at the 2-position and a bromine atom at the 6-position of the pyridine ring. This electron-deficient heterocycle serves as a key building block in medicinal chemistry, enabling efficient coupling reactions for the synthesis of functionalized pharmaceutical intermediates. The molecule exhibits enhanced reactivity in cross-coupling transformations due to the ortho-directing effect of the methyl group and the strong electron-withdrawing nature of the bromide. Its bench-stable solid form facilitates handling under standard laboratory conditions.

Application

Methyl 6-bromo-2-methylnicotinate serves as a versatile building block for the synthesis of substituted nicotinates and heterocyclic scaffolds. The bromine at the 6-position enables palladium-catalyzed cross-coupling reactions, while the methyl group at C2 enhances regioselectivity in electrophilic functionalization. Its bench-stable nature and compatibility with standard purification protocols facilitate efficient integration into medicinal chemistry and process development workflows.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-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 6-bromo-2-methylnicotinate

CAS No. 1227562-32-4

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