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5-Bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile

  • CAS No. 1780045-62-6

  • Cat. No. CS-0160636
  • Purity≥98%
  • MDL No.MFCD28099432

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

5-Bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile|CS-0160636

Structure of 1780045-62-6

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General Information

  • CAS No. 1780045-62-6
  • Cat. No. CS-0160636
  • Purity ≥98%
  • MDL No. MFCD28099432
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrN₂O
  • Molecular Weight 199.00
  • Synonym(s) 5-Bromo-6-hydroxy-2-pyridinecarbonitrile
  • SMILES N#CC1=CC=C(Br)C(N1)=O

Description

This electron-deficient dihydropyridine scaffold features a bromo group at C5 and a nitrile-bearing carbonyl at C6, enabling direct functionalization in cross-coupling and cycloaddition reactions. The fused heterocyclic core delivers high reactivity under mild conditions, supporting rapid access to complex nitrogen-containing architectures in medicinal chemistry and materials synthesis.

Application

5-Bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. The molecule combines a bromo substituent for late-stage functionalization, a readily reducible ketone, and a nitrile group compatible with nucleophilic addition and cyclization reactions. Its bench-stable nature and tolerance to common reaction conditions facilitate integration into multi-step synthetic sequences for medicinal chemistry and materials science applications.

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+P364-P405-P501

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Computational Chemistry Data

  • TPSA   56.65
  • LogP   1.00908
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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