5-Bromo-4-methoxynicotinaldehyde

Name: 5-Bromo-4-methoxynicotinaldehyde
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CAS No. 1289161-72-3
Cat. No. CS-0042094
Molecule weight216.03
Purity≥98%
MDL No.MFCD28740848

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5-Bromo-4-methoxynicotinaldehyde|CS-0042094

Structure of 1289161-72-3

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General Information

CAS No. 1289161-72-3
Cat. No. CS-0042094
Purity ≥98%
MDL No. MFCD28740848
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) 5-Bromo-4-méthoxynicotinaldéhyde
SMILES O=CC1=CN=CC(Br)=C1OC

Description

5-Bromo-4-methoxynicotinaldehyde delivers a reactive aldehyde group flanked by electron-withdrawing bromine and methoxy substituents, enabling direct incorporation into heterocyclic scaffolds. This bench-stable, moisture-tolerant reagent streamlines synthesis of bioactive intermediates in medicinal chemistry and materials science.

Application

5-Bromo-4-methoxynicotinaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted pyridine scaffolds. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and coupling reactions, while the bromo and methoxy groups offer orthogonal handles for cross-coupling and further functionalization. The compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization, making it well-suited for scalable synthesis.

Safety Information

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Computational Chemistry Data

TPSA 39.19
LogP 1.6652
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-4-methoxynicotinaldehyde

CAS No. 1289161-72-3

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