4-Bromo-3-fluoropicolinaldehyde

Name: 4-Bromo-3-fluoropicolinaldehyde
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CAS No. 1289148-65-7
Cat. No. CS-0146036
Purity≥97%
MDL No.None

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4-Bromo-3-fluoropicolinaldehyde|CS-0146036

Structure of 1289148-65-7

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General Information

CAS No. 1289148-65-7
Cat. No. CS-0146036
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrFNO
Molecular Weight 204.00
Synonym(s) 4-bromo-3-fluoropyridine-2-carbaldehyde
SMILES O=CC1=NC=CC(Br)=C1F

Description

4-Bromo-3-fluoropicolinaldehyde features a strategically positioned bromo and fluoro substituent on the picolinaldehyde scaffold, enhancing reactivity in cross-coupling processes. The electron-deficient aldehyde moiety enables efficient imine formation and facilitates downstream functionalization in medicinal chemistry applications. This bench-stable derivative offers improved handling over unsubstituted analogs.

Application

4-Bromo-3-fluoropicolinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both halogen and aldehyde functionalities into complex scaffolds. Its ortho-halogenated pyridine core facilitates palladium-catalyzed cross-coupling reactions, while the aldehyde group supports reductive amination, oxime formation, and heterocycle synthesis. The molecule exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthesis workflows in API development.

Safety Information

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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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Computational Chemistry Data

TPSA 29.96
LogP 1.7957
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-3-fluoropicolinaldehyde

CAS No. 1289148-65-7

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