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5-Bromo-3-cyano-4-methyl-2(1H)-pyridinone

  • CAS No. 1142188-69-9

  • Cat. No. CS-0199278
  • Purity≥98%
  • MDL No.None

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

5-Bromo-3-cyano-4-methyl-2(1H)-pyridinone|CS-0199278

Structure of 1142188-69-9

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General Information

  • CAS No. 1142188-69-9
  • Cat. No. CS-0199278
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂O
  • Molecular Weight 213.03
  • Synonym(s) 5-bromo-4-methyl-2-oxo-1H-pyridine-3-carbonitrile
  • SMILES CC1=C(C=NC(=C1C#N)O)Br

Description

5-Bromo-3-cyano-4-methyl-2(1H)-pyridinone features a fused heterocyclic core with orthogonal functional groups enabling precise molecular tuning. The bromine at the 5-position facilitates cross-coupling reactions, while the cyano and methyl substituents enhance electronic modulation and solubility. This compound serves as a key intermediate in the synthesis of bioactive pyridinone derivatives.

Application

5-Bromo-3-cyano-4-methyl-2(1H)-pyridinone serves as a versatile building block in medicinal chemistry, enabling late-stage functionalization via Pd-catalyzed cross-coupling reactions. The bromo group facilitates efficient C–C bond formation, while the cyano and carbonyl functionalities provide sites for derivatization. Its stability under standard reaction conditions and compatibility with diverse functional groups make it well-suited for constructing complex heterocyclic scaffolds in API 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   56.91
  • LogP   1.7298
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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