3-Bromo-6-methoxypicolinaldehyde

Name: 3-Bromo-6-methoxypicolinaldehyde
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CAS No. 269058-49-3
Cat. No. CS-0042095
Purity≥97%
MDL No.MFCD13189844

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3-Bromo-6-methoxypicolinaldehyde|CS-0042095

Structure of 269058-49-3

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General Information

CAS No. 269058-49-3
Cat. No. CS-0042095
Purity ≥97%
MDL No. MFCD13189844
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) 3-BroMo-6-Methoxy-2-pyridinecarboxaldehyde
SMILES COC1=NC(C=O)=C(Br)C=C1

Description

3-Bromo-6-methoxypicolinaldehyde delivers a reactive aldehyde group flanked by a bromine and methoxy substituent on the picolinaldehyde scaffold. This electron-deficient heteroaromatic system enables direct coupling in cross-coupling reactions, while the methoxy group enhances solubility and modulates reactivity under standard conditions.

Application

3-Bromo-6-methoxypicolinaldehyde serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromo and aldehyde functionalities. The methoxy group enhances solubility and modulates electronic properties, while the aldehyde facilitates condensation reactions and derivatization. Bench-stable and compatible with standard synthetic workflows, it functions effectively in the construction of heterocyclic scaffolds and bioactive molecules.

Safety Information

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Signal Word : N/A	UN#: N/A
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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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3-Bromo-6-methoxypicolinaldehyde

CAS No. 269058-49-3

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