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3-Bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one

  • CAS No. 381248-06-2

  • Cat. No. CS-0040771
  • Molecule weight327.18
  • Purity≥98%
  • MDL No.None

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

3-Bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one|CS-0040771

Structure of 381248-06-2

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General Information

  • CAS No. 381248-06-2
  • Cat. No. CS-0040771
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₁BrN₂O
  • Molecular Weight 327.18
  • Synonym(s) 5-bromo-1-phenyl-[2',3-Bipyridin]-6(1H)-one
  • SMILES O=C1C(Br)=CC(C2=NC=CC=C2)=CN1C3=CC=CC=C3

Description

3-Bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one is a sterically defined heterocyclic scaffold featuring a bromine at the 3-position and a pyridyl group at the 5-position, enabling direct functionalization in cross-coupling reactions. The dihydropyridinone core provides a rigid, electron-deficient platform for synthetic applications in medicinal chemistry and materials science.

Application

3-Bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its bromo substituent. The 1,2-dihydropyridin-2-one core provides a stable, bench-accessible scaffold with moderate nucleophilicity and functional group tolerance. It facilitates the construction of complex pyridine-based architectures relevant to medicinal chemistry and agrochemical research.

Synthesis

  • Route1

    References

    • McElhinny Jr., Charles J.; Carroll; Lewin, Anita H. Synthesis, 2012 , vol. 44, # 1 art. no. M92511SS, p. 57 - 62
  • Route2

    References

    • McElhinny Jr., Charles J.; Carroll; Lewin, Anita H. Synthesis, 2012 , vol. 44, # 1 art. no. M92511SS, p. 57 - 62
  • Route3

    References

    • McElhinny Jr., Charles J.; Carroll; Lewin, Anita H. Synthesis, 2012 , vol. 44, # 1 art. no. M92511SS, p. 57 - 62

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   34.89
  • LogP   3.662
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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