Methyl 6-bromo-5-methoxypicolinate

Name: Methyl 6-bromo-5-methoxypicolinate
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CAS No. 170235-18-4
Cat. No. CS-0041484
Purity≥98%
MDL No.MFCD09702162

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Methyl 6-bromo-5-methoxypicolinate|CS-0041484

Structure of 170235-18-4

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General Information

CAS No. 170235-18-4
Cat. No. CS-0041484
Purity ≥98%
MDL No. MFCD09702162
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₃
Molecular Weight 246.06
Synonym(s) Methyl 6-broMo-5-Methoxypyridine-2-carboxylate
SMILES O=C(OC)C1=NC(Br)=C(OC)C=C1

Description

Methyl 6-bromo-5-methoxypicolinate is a bench-stable, electron-deficient pyridine derivative featuring a bromine at the 6-position and a methoxy group at the 5-position. This configuration enables selective cross-coupling reactions in late-stage functionalization, particularly under palladium catalysis. The ester moiety facilitates derivatization and incorporation into complex molecular architectures.

Application

Methyl 6-bromo-5-methoxypicolinate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the C6 bromine site. The methoxy group at C5 provides electronic modulation and enhances solubility, while the methyl ester facilitates downstream transformations. This compound exhibits excellent bench stability and is compatible with standard reaction conditions, making it ideal for constructing complex pyridine-based scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 48.42
LogP 1.6393
H_Acceptors 4
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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Methyl 6-bromo-5-methoxypicolinate

CAS No. 170235-18-4

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