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CS-W001157 4
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2-Bromo-5-hydrazinylpyridine

  • CAS No. 1268882-60-5

  • Cat. No. CS-0199299
  • Purity≥98%
  • MDL No.None

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

2-Bromo-5-hydrazinylpyridine|CS-0199299

Structure of 1268882-60-5

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General Information

  • CAS No. 1268882-60-5
  • Cat. No. CS-0199299
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃
  • Molecular Weight 188.03
  • Synonym(s) (6-BroMo-pyridin-3-yl)-hydrazine
  • SMILES C1=CC(=NC=C1NN)Br

Description

2-Bromo-5-hydrazinylpyridine features a hydrazinyl group flanked by a bromine substituent on a pyridine scaffold, enabling direct functionalization in transition-metal-catalyzed coupling reactions. The electron-deficient pyridine ring enhances reactivity toward nucleophilic attack, while the hydrazine moiety serves as a bifunctional handle for conjugation and cyclization processes under mild conditions.

Application

2-Bromo-5-hydrazinylpyridine serves as a versatile building block in medicinal chemistry, enabling the construction of pyridine-based heterocycles through palladium-catalyzed cross-coupling and hydrazine-mediated cyclization. Its bromo group facilitates Suzuki, Stille, and Negishi reactions, while the hydrazinyl moiety participates in condensation and ring-forming transformations. The compound exhibits bench stability and compatibility with diverse functional groups, making it valuable for rapid scaffold diversification in API development.

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-P280-P302+P352

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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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