Methyl 3-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate

Name: Methyl 3-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate
Brand: ChemScene
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CAS No. 1214361-05-3
Cat. No. CS-0187489
Molecule weight187.58
Purity≥97%
MDL No.None

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Methyl 3-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate|CS-0187489

Structure of 1214361-05-3

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General Information

CAS No. 1214361-05-3
Cat. No. CS-0187489
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆ClNO₃
Molecular Weight 187.58
Synonym(s) Methyl 3-chloro-6-hydroxypicolinate
SMILES COC(=O)C1=C(C=CC(=N1)O)Cl

Description

Methyl 3-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate is a bench-stable, electron-deficient heterocyclic scaffold featuring a chlorinated pyridone core. This versatile building block integrates readily into synthetic sequences requiring regioselective functionalization. The ester group enables further derivatization, while the 3-chloro and 6-oxo substituents provide orthogonal reactivity for cross-coupling or nucleophilic substitution reactions.

Application

Methyl 3-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. The molecule features orthogonal functional groups—electrophilic chlorine at C3, an electron-deficient enone system, and a readily manipulable ester—enabling diverse transformations including nucleophilic substitution, condensation reactions, and transition-metal-catalyzed couplings. Its bench-stable nature and compatibility with standard purification methods make it ideal for iterative synthetic sequences in medicinal chemistry and process development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 59.42
LogP 1.2272
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Methyl 3-chloro-6-oxo-1,6-dihydropyridine-2-carboxylate

CAS No. 1214361-05-3

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