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CS-W001157 4
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2-Bromo-6-(methylsulfonyl)pyridine

  • CAS No. 98626-92-7

  • Cat. No. CS-0373600
  • Purity≥97%
  • MDL No.None

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

2-Bromo-6-(methylsulfonyl)pyridine|CS-0373600

Structure of 98626-92-7

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General Information

  • CAS No. 98626-92-7
  • Cat. No. CS-0373600
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO₂S
  • Molecular Weight 236.09
  • Synonym(s) 2-Methylsulfonyl-6-bromopyridine
  • SMILES O=S(C1=CC=CC(Br)=N1)(C)=O

Description

2-Bromo-6-(methylsulfonyl)pyridine features a bromine atom at the 2-position and a methylsulfonyl group at the 6-position on a pyridine ring, enabling efficient cross-coupling reactions. The electron-withdrawing sulfone moiety enhances reactivity in palladium-catalyzed transformations while maintaining bench stability. This compound serves as a key intermediate in medicinal chemistry for constructing bioactive heterocycles.

Application

2-Bromo-6-(methylsulfonyl)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic reactivity at the C2 position. The methylsulfonyl group enhances solubility and modulates electronic properties, while the bromide facilitates reliable coupling with boronic acids, stannanes, and amines under standard conditions. Its bench stability and ease of purification support efficient synthesis of complex pyridyl-containing scaffolds common in pharmaceutical development.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2006/102194 A1, 2006 ; Location in patent: Page/Page column 70 ; WO 2006/102194 A1
  • Route2

    References

    • Testaferri, Lorenzo; Tiecco, Marcello; Tingoli, Marco; Bartoli, Donatella; Massoli, Alberto Tetrahedron, 1985 , vol. 41, # 7 p. 1373 - 1384

Safety Information

Download SDS
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   47.03
  • LogP   1.2476
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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