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3-Amino-5-bromo-1-methyl-1,2-dihydropyridin-2-one

  • CAS No. 910543-72-5

  • Cat. No. CS-0051549
  • Purity≥98%
  • MDL No.None

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

3-Amino-5-bromo-1-methyl-1,2-dihydropyridin-2-one|CS-0051549

Structure of 910543-72-5

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General Information

  • CAS No. 910543-72-5
  • Cat. No. CS-0051549
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O
  • Molecular Weight 203.04
  • Synonym(s) 3-Amino-5-bromo-1-methylpyridin-2(1H)-one
  • SMILES CN1C=C(Br)C=C(N)C1=O

Description

3-Amino-5-bromo-1-methyl-1,2-dihydropyridin-2-one features a sterically hindered dihydropyridinone core with complementary electron-rich and halogenated functional groups. This scaffold integrates readily into synthetic sequences requiring selective coupling or cyclization under mild conditions, offering enhanced stability and predictable reactivity in medicinal chemistry applications.

Application

3-Amino-5-bromo-1-methyl-1,2-dihydropyridin-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridone scaffolds. Its amino and bromo groups offer orthogonal reactivity for palladium-catalyzed coupling and electrophilic functionalization. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis of complex heterocyclic systems.

Synthesis

  • Route1

    References

    • Advanced Synthesis and Catalysis, , vol. 352, # 10 p. 1677 - 1687
  • Route2

    References

    • US2009/82330 A1, ; Page/Page column 39-41 ;
  • Route3

    References

    • US2008/153834 A1, ; Page/Page column 21-22 ;

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

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Computational Chemistry Data

  • TPSA   48.02
  • LogP   0.73
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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