Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate

Name: Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 120034-05-1
Cat. No. CS-W005158
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate|CS-W005158

Structure of 120034-05-1

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General Information

CAS No. 120034-05-1
Cat. No. CS-W005158
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₃
Molecular Weight 232.03
Synonym(s) METHYL 5-BROMO-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE
SMILES COC(=O)C1=CC(Br)=CNC1=O

Description

Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate features a brominated dihydropyridine core with orthogonal functional groups enabling direct coupling in heterocyclic synthesis. The electron-deficient pyridine ring facilitates nucleophilic substitution, while the ester moiety supports derivatization under mild conditions. This bench-stable reagent streamlines access to complex nitrogen-containing scaffolds in medicinal chemistry and materials science.

Application

Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. The bromo group facilitates palladium-catalyzed coupling reactions, while the ester and enone functionalities support further functionalization via nucleophilic addition or reduction. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  10128-91-3
- ~67%
- In-stock
  
  120034-05-1
References
- Taylor; Wong Journal of Organic Chemistry, 1989 , vol. 54, # 15 p. 3618 - 3624
Route2
- In-stock
  
  609-71-2
- ~%
- In-stock
  
  120034-05-1
References
- Journal of Organic Chemistry, , vol. 54, # 15 p. 3618 - 3624

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

Quality Control

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Computational Chemistry Data

TPSA 59.16
LogP 0.924
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 5-bromo-2-oxo-1,2-dihydropyridine-3-carboxylate

CAS No. 120034-05-1

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