5-Bromo-2-oxo-1,2-dihydropyridine-3-carbaldehyde

Name: 5-Bromo-2-oxo-1,2-dihydropyridine-3-carbaldehyde
Brand: ChemScene
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CAS No. 1227603-42-0
Cat. No. CS-0157349
Purity≥96%
MDL No.None

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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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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-2-oxo-1,2-dihydropyridine-3-carbaldehyde|CS-0157349

Structure of 1227603-42-0

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General Information

CAS No. 1227603-42-0
Cat. No. CS-0157349
Purity ≥96%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrNO₂
Molecular Weight 202.01
Synonym(s) None
SMILES C1=C(C=O)C(=NC=C1Br)O

Description

5-Bromo-2-oxo-1,2-dihydropyridine-3-carbaldehyde features a brominated dihydropyridine core with orthogonal functional groups: a carbonyl at C2 and an aldehyde at C3. This electron-deficient scaffold enables direct coupling in heterocyclic synthesis, serving as a key intermediate for bioactive pyridine derivatives. The molecule exhibits bench-stable handling under standard conditions.

Application

5-Bromo-2-oxo-1,2-dihydropyridine-3-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine derivatives via Pd-catalyzed cross-coupling and nucleophilic addition reactions. Its dual functionality—branched bromide and aldehyde groups—facilitates sequential transformations under mild conditions, while the enone system supports conjugate addition pathways. The compound exhibits bench stability and compatibility with common protecting groups, making it well-suited for iterative synthetic strategies in medicinal chemistry and process development.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 50.19
LogP 1.3622
H_Acceptors 3
H_Donors 1
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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5-Bromo-2-oxo-1,2-dihydropyridine-3-carbaldehyde

CAS No. 1227603-42-0

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