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3-Bromoimidazo[1,2-a]pyridine-7-carbonitrile

  • CAS No. 1392210-94-4

  • Cat. No. CS-0311247
  • Purity≥97%
  • MDL No.None

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

3-Bromoimidazo[1,2-a]pyridine-7-carbonitrile|CS-0311247

Structure of 1392210-94-4

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General Information

  • CAS No. 1392210-94-4
  • Cat. No. CS-0311247
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄BrN₃
  • Molecular Weight 222.04
  • Synonym(s) 3-Bromoimidazo[1,2-A]Pyridine-7-Carbonitrile(WXC04456)
  • SMILES N#CC1=CC2=NC=C(Br)N2C=C1

Description

3-Bromoimidazo[1,2-a]pyridine-7-carbonitrile features a brominated imidazopyridine core paired with a nitrile group at the 7-position, enabling direct functionalization in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the nitrile moiety provides a handle for downstream derivatization. This scaffold offers high stability under standard reaction conditions and is well-suited for medicinal chemistry applications requiring rigid, polarizable frameworks.

Application

3-Bromoimidazo[1,2-a]pyridine-7-carbonitrile serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions due to its dual reactive handles: the bromide at C3 and the nitrile at C7. Its stability under standard synthetic conditions and compatibility with diverse functional groups facilitate efficient access to imidazo[1,2-a]pyridine-based scaffolds relevant to medicinal chemistry and materials science.

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+P364-P405-P501

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Computational Chemistry Data

  • TPSA   41.09
  • LogP   1.96848
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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