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CS-W001157 4
Total: USD 88.00

4-Bromo-3-cyanopyridine

  • CAS No. 154237-70-4

  • Cat. No. CS-0044945
  • Purity≥98%
  • MDL No.MFCD08686971

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

4-Bromo-3-cyanopyridine|CS-0044945

Structure of 154237-70-4

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General Information

  • CAS No. 154237-70-4
  • Cat. No. CS-0044945
  • Purity ≥98%
  • MDL No. MFCD08686971
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrN₂
  • Molecular Weight 183.01
  • Synonym(s) 4-Bromo-pyridine-3-nitrile
  • SMILES N#CC1=C(Br)C=CN=C1

Description

4-Bromo-3-cyanopyridine features a pyridine core functionalized with bromo and cyano groups at adjacent positions, enabling direct coupling in cross-coupling reactions. The electron-deficient ring facilitates nucleophilic substitution, while the cyano moiety serves as a handle for downstream transformations. This compound offers high stability under standard conditions and is compatible with transition-metal catalysis.

Application

4-Bromo-3-cyanopyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined reactivity profile. The cyano group provides a handle for nucleophilic transformations, while the bromo substituent facilitates efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds and API intermediates in scalable synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-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   36.68
  • LogP   1.71578
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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