6-Bromo-5-fluoropicolinaldehyde

Name: 6-Bromo-5-fluoropicolinaldehyde
Brand: ChemScene
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CAS No. 1227605-60-8
Cat. No. CS-0442742
Purity≥98%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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6-Bromo-5-fluoropicolinaldehyde|CS-0442742

Structure of 1227605-60-8

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Description

6-Bromo-5-fluoropicolinaldehyde offers a uniquely activated aromatic aldehyde scaffold bearing complementary halogen substituents. This electron-deficient platform enables direct coupling in cross-coupling reactions and serves as a key building block for bioactive heterocycles. The ortho-bromine facilitates palladium-catalyzed transformations, while the para-fluorine enhances reactivity in nucleophilic additions. Bench-stable under standard conditions, it streamlines synthesis of functionalized pharmaceutical intermediates.

Application

6-Bromo-5-fluoropicolinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the aldehyde and halogen sites. Its ortho-halogenated pyridine scaffold facilitates palladium-catalyzed cross-coupling reactions and provides enhanced metabolic stability. The aldehyde group offers ready access to imines, oximes, and hydrazones, while the fluorine and bromine substituents enable strategic derivatization for target-focused synthesis. Bench-stable and compatible with standard purification methods, it functions efficiently in multi-step synthetic sequences.

General Information

CAS No. 1227605-60-8
Cat. No. CS-0442742
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrFNO
Molecular Weight 204.00
Synonym(s) 6-Bromo-5-fluoropyridine-2-carbaldehyde
SMILES C1=CC(=C(Br)N=C1C=O)F

Computational Chemistry Data

TPSA 29.96
LogP 1.7957
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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
Precautionary Statements : P264-P270-P330-P501

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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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6-Bromo-5-fluoropicolinaldehyde

CAS No. 1227605-60-8

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