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5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one

  • CAS No. 1114573-41-9

  • Cat. No. CS-0155389
  • Purity≥98%
  • MDL No.MFCD21746683

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

5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one|CS-0155389

Structure of 1114573-41-9

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General Information

  • CAS No. 1114573-41-9
  • Cat. No. CS-0155389
  • Purity ≥98%
  • MDL No. MFCD21746683
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀BrNO
  • Molecular Weight 228.09
  • Synonym(s) None
  • SMILES C1CC1CN2C=C(C=CC2=O)Br

Description

5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one features a brominated pyridinone core paired with a cyclopropylmethyl substituent, delivering enhanced electrophilic reactivity and steric control. This bench-stable scaffold integrates readily into cross-coupling and cyclization sequences, enabling efficient access to functionalized heterocycles in medicinal chemistry and materials synthesis.

Application

5-Bromo-1-(cyclopropylmethyl)-1,2-dihydropyridin-2-one serves as a versatile building block for the synthesis of substituted pyridine derivatives and heterocyclic scaffolds. Its bromine substituent enables facile palladium-catalyzed cross-coupling reactions, while the dihydropyridinone core provides a stable platform for further functionalization. The cyclopropylmethyl group enhances metabolic stability and modulates lipophilicity, offering favorable properties for medicinal chemistry applications. This compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, facilitating integration into multi-step synthetic sequences.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   22
  • LogP   2.0208
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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