Methyl 4-bromo-5-methylpicolinate

Name: Methyl 4-bromo-5-methylpicolinate
Brand: ChemScene
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CAS No. 1256813-52-1
Cat. No. CS-0152864
Purity≥98%
MDL No.MFCD18258411

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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+
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Methyl 4-bromo-5-methylpicolinate|CS-0152864

Structure of 1256813-52-1

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Description

Methyl 4-bromo-5-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 reactive handle for palladium-catalyzed transformations, while the ortho-methyl group enhances electronic stabilization. This bench-stable reagent integrates efficiently into synthetic sequences requiring selective functionalization of heteroaromatic systems.

Application

Methyl 4-bromo-5-methylpicolinate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The methyl ester functionality provides stability and facilitates downstream transformations, while the 5-methyl group enhances electronic modulation. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for constructing complex heterocyclic scaffolds and API intermediates.

General Information

CAS No. 1256813-52-1
Cat. No. CS-0152864
Purity ≥98%
MDL No. MFCD18258411
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) methyl4-bromo-5-methylpyridine-2-carboxylate
SMILES CC1=CN=C(C=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-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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Methyl 4-bromo-5-methylpicolinate

CAS No. 1256813-52-1

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