4-Bromo-5-methoxypicolinaldehyde

Name: 4-Bromo-5-methoxypicolinaldehyde
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CAS No. 1289092-48-3
Cat. No. CS-0173196
Purity≥98%
MDL No.MFCD26516961

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4-Bromo-5-methoxypicolinaldehyde|CS-0173196

Structure of 1289092-48-3

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Description

4-Bromo-5-methoxypicolinaldehyde features a bromine substituent and methoxy group positioned ortho to the aldehyde function, creating a uniquely electron-deficient pyridine core. This configuration enables direct coupling in transition-metal-catalyzed cross-coupling reactions, facilitating rapid access to complex heterocyclic scaffolds under standard conditions. The aldehyde moiety offers high reactivity for nucleophilic additions and condensation chemistries.

Application

4-Bromo-5-methoxypicolinaldehyde serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to functionalized heterocyclic scaffolds. Its aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the bromo and methoxy groups offer orthogonal handles for cross-coupling and derivatization. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis workflows.

General Information

CAS No. 1289092-48-3
Cat. No. CS-0173196
Purity ≥98%
MDL No. MFCD26516961
Storage -20°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) 4-bromo-5-methoxypyridine-2-carbaldehyde
SMILES O=CC1=NC=C(OC)C(Br)=C1

Computational Chemistry Data

TPSA 39.19
LogP 1.6652
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-5-methoxypicolinaldehyde

CAS No. 1289092-48-3

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