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CS-W001157 4
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4-Bromo-1-(oxan-2-yl)-1H-indazole

  • CAS No. 1022158-35-5

  • Cat. No. CS-0051027
  • Purity≥97%
  • MDL No.None

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

4-Bromo-1-(oxan-2-yl)-1H-indazole|CS-0051027

Structure of 1022158-35-5

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General Information

  • CAS No. 1022158-35-5
  • Cat. No. CS-0051027
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₃BrN₂O
  • Molecular Weight 281.15
  • Synonym(s) 4-Bromo-1-(tetrahydro-2H-pyran-2-YL)-1H-indazole
  • SMILES BrC1=CC=CC2=C1C=NN2C1CCCCO1

Description

4-Bromo-1-(oxan-2-yl)-1H-indazole features a brominated indazole core paired with a chiral oxane tether, enabling direct functionalization in late-stage diversification. The electron-deficient indazole scaffold supports transition-metal-catalyzed coupling reactions, while the oxan-2-yl group enhances solubility and modulates reactivity under standard conditions.

Application

4-Bromo-1-(oxan-2-yl)-1H-indazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo group and compatible indazole core. The oxan-2-yl substituent provides enhanced solubility and metabolic stability, while maintaining compatibility with standard protecting group strategies. This compound facilitates the construction of complex heterocyclic scaffolds in API development workflows.

Synthesis

  • Route1
    • null|null
      110-87-2
    • In-stock
      4-Bromo-1H-indazole|CS-W018550
      186407-74-9
    • ~91%
    • In-stock
      4-Bromo-1-(oxan-2-yl)-1H-indazole|CS-0051027
      1022158-35-5

    References

    • Thatipally, Suresh; Acharyulu, Palle V.R.; Dubey Asian Journal of Chemistry, 2011 , vol. 23, # 1 p. 451 - 454
  • Route2
    • null|null
      110-87-2
    • In-stock
      4-Bromo-1H-indazole|CS-W018550
      186407-74-9
    • ~%
    • In-stock
      4-Bromo-1-(oxan-2-yl)-1H-indazole|CS-0051027
      1022158-35-5
    • 4-Bromo-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole|CS-0462415
      1266386-31-5

    References

    • Tian, Qingping; Cheng, Zhigang; Yajima, Herbert M.; Savage, Scott J.; Green, Keena L.; Humphries, Theresa; Reynolds, Mark E.; Babu, Srinivasan; Gosselin, Francis; Askin, David; Kurimoto, Isao; Hirata, Norihiko; Iwasaki, Mitsuhiro; Shimasaki, Yasuharu; Miki, Takashi Organic Process Research and Development, 2013 , vol. 17, # 1 p. 97 - 107
  • Route3
    • 3-Bromo-2-methylaniline LCZ696 Impurity|CS-0228703
      55289-36-6
    • ~%
    • In-stock
      4-Bromo-1-(oxan-2-yl)-1H-indazole|CS-0051027
      1022158-35-5

    References

    • Lohou, Elodie; Sopkova-De Oliveira Santos, Jana; Schumann-Bard, Pascale; Boulouard, Michel; Stiebing, Silvia; Rault, Sylvain; Collot, Valerie Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 17 p. 5296 - 5304

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

Quality Control

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Computational Chemistry Data

  • TPSA   27.05
  • LogP   3.4979
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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