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CS-W001157 4
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5-Bromo-1H-indazole-3-carbaldehyde

  • CAS No. 201227-38-5

  • Cat. No. CS-D1562
  • Purity≥95%
  • MDL No.MFCD06738287

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

5-Bromo-1H-indazole-3-carbaldehyde|CS-D1562

Structure of 201227-38-5

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General Information

  • CAS No. 201227-38-5
  • Cat. No. CS-D1562
  • Purity ≥95%
  • MDL No. MFCD06738287
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O
  • Molecular Weight 225.04
  • Synonym(s) 5-Bromo indazole-3-carboxaldehyde
  • SMILES O=CC1=NNC2=C1C=C(Br)C=C2

Description

5-Bromo-1H-indazole-3-carbaldehyde features a brominated indazole core with a reactive aldehyde handle at the 3-position. This electron-deficient heterocycle integrates readily into synthetic sequences requiring halogen and carbonyl functional groups, enabling efficient coupling and derivatization under standard conditions.

Application

5-Bromo-1H-indazole-3-carbaldehyde serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. The aldehyde group enables efficient coupling reactions, while the bromo substituent facilitates palladium-catalyzed cross-couplings. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • (5-Bromo-1H-indazol-3-yl)methanol|CS-0331293
      705264-93-3
    • ~69%
    • In-stock
      5-Bromo-1H-indazole-3-carbaldehyde|CS-D1562
      201227-38-5

    References

    • The University of Tokyo; Riken; NAGANO Tetsuo; OKABE Takayoshi; KOJIMA Hirotatsu; SAITO Nae; NAKANO Hirofumi; ABE Masanao; TANAKA Akiko; HONMA Teruki; YOKOYAMA Shigeyuki; TSUGANEZAWA Keiko; YUKI Hitomi Patent: EP2565192 A1, 2013 ; Location in patent: Paragraph 0366 ;
  • Route2

    References

    • Crestey, Francois; Collot, Valerie; Stiebing, Silvia; Lohier, Jean-Francois; Santos, Jana Sopkova-de Oliveira; Rault, Sylvain Tetrahedron Letters, 2007 , vol. 48, # 14 p. 2457 - 2460
  • Route3

    References

    • US2006/4000 A1, ; Page/Page column 19 ;

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   45.75
  • LogP   2.1379
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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