2-Bromo-5-fluoroisonicotinaldehyde

Name: 2-Bromo-5-fluoroisonicotinaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 1005291-43-9
Cat. No. CS-0036204
Purity≥98%
MDL No.MFCD09800558

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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2-Bromo-5-fluoroisonicotinaldehyde|CS-0036204

Structure of 1005291-43-9

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General Information

CAS No. 1005291-43-9
Cat. No. CS-0036204
Purity ≥98%
MDL No. MFCD09800558
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrFNO
Molecular Weight 204.00
Synonym(s) 2-Bromo-5-fluoro-4-formylpyridine
SMILES O=CC1=C(F)C=NC(Br)=C1

Description

2-Bromo-5-fluoroisonicotinaldehyde delivers a strategically positioned bromo and fluoro substitution on an isonicotinaldehyde scaffold, enabling direct incorporation into cross-coupling reactions and heterocyclic syntheses. The aldehyde functionality offers high reactivity under mild conditions, while the electron-deficient pyridine ring enhances regioselectivity in transition-metal-catalyzed transformations.

Application

2-Bromo-5-fluoroisonicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogenation pattern. The aldehyde functionality facilitates direct derivatization via reductive amination or nucleophilic addition, while the fluorine and bromine substituents offer tunable electronic effects and compatibility with standard heterocycle synthesis protocols. Its bench-stable nature and ease of purification support efficient workflow integration in API and fragment-based discovery programs.

Synthesis

Route1
- In-stock
  
  41404-58-4
- 68-12-2
- ~%
- In-stock
  
  1005291-43-9
References
- WO2009/10801 A1, ; Page/Page column 69-70 ; WO 2009/010801 A1

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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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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2-Bromo-5-fluoroisonicotinaldehyde

CAS No. 1005291-43-9

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