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CS-W001157 4
Total: USD 88.00

(5-Bromopyridin-2-yl)hydrazine

  • CAS No. 77992-44-0

  • Cat. No. CS-D0767
  • Purity≥95%
  • MDL No.MFCD00513424

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

(5-Bromopyridin-2-yl)hydrazine|CS-D0767

Structure of 77992-44-0

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General Information

  • CAS No. 77992-44-0
  • Cat. No. CS-D0767
  • Purity ≥95%
  • MDL No. MFCD00513424
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃
  • Molecular Weight 188.03
  • Synonym(s) Pyridine, 5-bromo-2-hydrazinyl-
  • SMILES NNC1=NC=C(Br)C=C1

Description

This hydrazine derivative features a brominated pyridine ring enabling direct functionalization in cross-coupling reactions. The hydrazine moiety provides a reactive handle for cyclization and heterocycle synthesis, offering high stability under standard bench conditions.

Application

(5-Bromopyridin-2-yl)hydrazine serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of pyridazinone and triazolopyridine scaffolds via cyclization reactions. Its bromo substituent facilitates palladium-catalyzed cross-coupling, while the hydrazine moiety provides a reliable handle for condensation and ring formation. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • PFIZER LIMITED Patent: WO2007/91152 A1, 2007 ; Location in patent: Page/Page column 48 ; WO 2007/091152 A1
  • Route2

    References

    • NOVARTIS AG; CHEN, Chao; DENG, Haibing; GUO, Haibing; HE, Feng; JIANG, Lei; LIANG, Fang; MI, Yuan; WAN, Huixin; XU, Yao-Chang; YU, Hongping; ZHANG, Ji Yue Patent: US2013/245002 A1, 2013 ; Location in patent: Paragraph 0732 ;
  • Route3

    References

    • DAIICHI PHARMACEUTICAL CO., LTD. Patent: EP1698626 A1, 2006 ; Location in patent: Page/Page column 25 ;

Safety Information

Download SDS
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   50.94
  • LogP   1.1297
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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