2-Bromo-3-fluoroisonicotinaldehyde

Name: 2-Bromo-3-fluoroisonicotinaldehyde
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CAS No. 1227572-94-2
Cat. No. CS-0120296
Molecule weight204.00
Purity≥96%
MDL No.None

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2-Bromo-3-fluoroisonicotinaldehyde|CS-0120296

Structure of 1227572-94-2

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General Information

CAS No. 1227572-94-2
Cat. No. CS-0120296
Purity ≥96%
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) 2-Bromo-3-fluoroisonicotinaldehyde hydrate
SMILES O=CC1=C(F)C(Br)=NC=C1

Description

2-Bromo-3-fluoroisonicotinaldehyde features a strategically positioned bromo and fluoro substituent on the pyridine ring, enabling selective functionalization in late-stage synthesis. This electron-deficient aldehyde integrates readily into cross-coupling cascades and serves as a key scaffold for bioactive heterocycles under mild conditions.

Application

2-Bromo-3-fluoroisonicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct incorporation of halogenated pyridine motifs into target molecules. Its aldehyde functionality facilitates nucleophilic addition and condensation reactions, while the ortho-bromo and meta-fluoro substituents offer orthogonal reactivity for subsequent cross-coupling or functionalization. The compound exhibits good bench stability and is compatible with standard purification protocols, making it suitable for iterative synthesis of heterocyclic scaffolds and API intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-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-3-fluoroisonicotinaldehyde

CAS No. 1227572-94-2

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