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CS-W001157 4
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Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate

  • CAS No. 178876-86-3

  • Cat. No. CS-W006157
  • Purity≥97%
  • MDL No.MFCD14698125

*For research and further manufacturing use only, not for direct human use.

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate|CS-W006157

Structure of 178876-86-3

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General Information

  • CAS No. 178876-86-3
  • Cat. No. CS-W006157
  • Purity ≥97%
  • MDL No. MFCD14698125
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₃
  • Molecular Weight 232.03
  • Synonym(s) 2-Pyridinecarboxylic acid, 5-bromo-1,6-dihydro-6-oxo-, methyl ester
  • SMILES O=C(C1=CC=C(Br)C(N1)=O)OC

Description

Methyl 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylate features a brominated dihydropyridine core with complementary carbonyl and ester functionalities. This electron-deficient heterocycle serves as a key intermediate in the synthesis of functionalized pyridines and bioactive molecules. The molecule exhibits stability under standard conditions and integrates readily into transition metal-catalyzed coupling reactions.

Application

Methyl 5-bromo-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 exhibits high functional group tolerance and facilitates C–C and C–heteroatom coupling reactions at the 5-position. Its bench-stable nature and compatibility with standard purification methods make it ideal for medicinal chemistry campaigns and process development workflows.

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 : 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   59.16
  • LogP   0.924
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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