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CS-W001157 4
Total: USD 88.00

4-Bromo-6-methylpyridin-2(1H)-one

  • CAS No. 865156-59-8

  • Cat. No. CS-W006106
  • Molecule weight188.02
  • Purity≥98%
  • MDL No.MFCD16610030

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

4-Bromo-6-methylpyridin-2(1H)-one|CS-W006106

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General Information

  • CAS No. 865156-59-8
  • Cat. No. CS-W006106
  • Purity ≥98%
  • MDL No. MFCD16610030
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 4-Bromo-6-methylpyridin-2-ol
  • SMILES O=C1C=C(Br)C=C(C)N1

Description

4-Bromo-6-methylpyridin-2(1H)-one features a brominated pyridinone core with a methyl group at the 6-position, offering a robust scaffold for transition metal-catalyzed coupling reactions. The electron-deficient ring facilitates nucleophilic substitution, while the carbonyl and adjacent nitrogen provide coordination sites for metal complexes. This bench-stable compound integrates efficiently into pharmaceutical intermediates and functional materials.

Application

4-Bromo-6-methylpyridin-2(1H)-one serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The pyridinone core provides enhanced solubility and hydrogen-bonding capacity, while the methyl group offers mild steric influence and metabolic stability. This compound facilitates efficient synthesis of heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules, with robust bench stability and straightforward purification via crystallization or chromatography.

Synthesis

  • Route1

    References

    • WO2005/90305 A1, ; Page/Page column 33 ; WO 2005/090305 A1

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   32.86
  • LogP   1.44582
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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