Methyl 5-bromo-6-methylpicolinate

Name: Methyl 5-bromo-6-methylpicolinate
Brand: ChemScene
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CAS No. 1215860-20-0
Cat. No. CS-0152811
Purity≥98%
MDL No.MFCD09753045

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Methyl 5-bromo-6-methylpicolinate|CS-0152811

Structure of 1215860-20-0

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Description

Methyl 5-bromo-6-methylpicolinate features a brominated pyridine core with a methyl group at the 6-position and a methyl ester at C5, delivering enhanced reactivity in cross-coupling transformations. The electron-deficient ring facilitates palladium-catalyzed reactions, while the steric profile of the 6-methyl substituent improves regioselectivity. This compound serves as a key building block for functionalized heterocycles in medicinal chemistry and agrochemical synthesis.

Application

Methyl 5-bromo-6-methylpicolinate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the methyl group enhances metabolic stability and modulates electronic properties. The ester functionality facilitates further derivatization, including hydrolysis to the carboxylic acid or reduction to the alcohol. This compound exhibits excellent bench stability and compatibility with standard synthetic protocols, making it ideal for constructing complex scaffolds in API development and combinatorial libraries.

General Information

CAS No. 1215860-20-0
Cat. No. CS-0152811
Purity ≥98%
MDL No. MFCD09753045
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) Methyl 5-bromo-6-methylpyridine-2-carboxylate
SMILES CC1=NC(=CC=C1Br)C(=O)OC

Computational Chemistry Data

TPSA 39.19
LogP 1.93912
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

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-P330-P362+P364-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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Methyl 5-bromo-6-methylpicolinate

CAS No. 1215860-20-0

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