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5-Bromo-1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid

  • CAS No. 846048-15-5

  • Cat. No. CS-0050640
  • Purity≥98%
  • MDL No.MFCD17214399

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

5-Bromo-1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid|CS-0050640

Structure of 846048-15-5

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General Information

  • CAS No. 846048-15-5
  • Cat. No. CS-0050640
  • Purity ≥98%
  • MDL No. MFCD17214399
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₃
  • Molecular Weight 232.03
  • Synonym(s) 5-BROMO-1,2-DIHYDRO-1-METHYL-2-OXO-NICOTINIC ACID
  • SMILES CN1C=C(Br)C=C(C(O)=O)C1=O

Description

This brominated pyridine derivative features a methyl ester and carboxylic acid at the 1- and 3-positions, respectively, with a bromine substituent at C5. The electron-deficient dihydropyridine core enables efficient coupling in cross-coupling protocols. Bench-stable and compatible with standard synthetic conditions, it serves as a key building block for bioactive heterocycles.

Application

5-Bromo-1-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its bromo and carboxylic acid functionalities offer orthogonal reactivity for sequential derivatization, while the methyl group enhances stability and modulates electronic properties. The compound exhibits good bench stability and is readily purified by recrystallization, facilitating integration into medicinal chemistry 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 : H319-H315-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   59.3
  • LogP   0.846
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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