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6-Bromo-1-methyl-1H-pyrazolo[4,3-b]pyridine

  • CAS No. 1150617-56-3

  • Cat. No. CS-0050305
  • Molecule weight212.05
  • Purity≥98%
  • MDL No.MFCD12024535

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

6-Bromo-1-methyl-1H-pyrazolo[4,3-b]pyridine|CS-0050305

Structure of 1150617-56-3

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General Information

  • CAS No. 1150617-56-3
  • Cat. No. CS-0050305
  • Purity ≥98%
  • MDL No. MFCD12024535
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrN₃
  • Molecular Weight 212.05
  • Synonym(s) 6-Bromanyl-1-methyl-pyrazolo[4,3-b]pyridine
  • SMILES CN1N=CC2=NC=C(C=C12)Br

Description

6-Bromo-1-methyl-1H-pyrazolo[4,3-b]pyridine features a brominated pyrazolopyridine core with a methyl group at the 1-position, offering a reactive handle for cross-coupling transformations. The electron-deficient heterocycle integrates readily into medicinal chemistry scaffolds, enabling efficient access to functionalized polycyclic systems under standard conditions.

Application

6-Bromo-1-methyl-1H-pyrazolo[4,3-b]pyridine serves as a versatile building block for the synthesis of biologically active heterocycles. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the pyrazolopyridine core provides structural rigidity and favorable electronic properties. The methyl group enhances solubility and metabolic stability, facilitating downstream derivatization in medicinal chemistry campaigns.

Synthesis

  • Route1
    • In-stock
      6-Bromo-1H-pyrazolo[4,3-b]pyridine|CS-B1306
      1150617-54-1
    • null|null
      74-88-4
    • ~%
    • In-stock
      6-Bromo-1-methyl-1H-pyrazolo[4,3-b]pyridine|CS-0050305
      1150617-56-3

    References

    • Babaoglu, Kerim; Brizgys, Gediminas; Cha, Jake; Chen, Xiaowu; Guo, Hongyan; Halcomb, Randall L.; Han, Xiaochun; Huang, Richard; Liu, Hongtao; McFadden, Ryan; Mitchell, Michael L.; Qi, Yingmei; Roethle, Paul A.; Xu, Lianhong; Yang, Hong Patent: US2013/281433 A1, 2013 ; Location in patent: Paragraph 0854 ;

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-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   30.71
  • LogP   1.7308
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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