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CS-W001157 4
Total: USD 88.00

6-Bromo-1H-pyrrolo[3,2-b]pyridine

  • CAS No. 944937-53-5

  • Cat. No. CS-W008287
  • Purity≥95%
  • MDL No.MFCD09266227

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

6-Bromo-1H-pyrrolo[3,2-b]pyridine|CS-W008287

Structure of 944937-53-5

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General Information

  • CAS No. 944937-53-5
  • Cat. No. CS-W008287
  • Purity ≥95%
  • MDL No. MFCD09266227
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 6-bromo-4-azaindole
  • SMILES BrC1=CN=C2C(=C1)[NH]C=C2

Description

6-Bromo-1H-pyrrolo[3,2-b]pyridine is a heteroaromatic building block featuring a bromine substituent at the 6-position of a fused pyrrole-pyridine scaffold. This electron-deficient core facilitates transition-metal-catalyzed coupling reactions, enabling efficient integration into pharmaceuticals and functional materials. The molecule exhibits bench-stable handling characteristics and compatibility with diverse synthetic transformations.

Application

6-Bromo-1H-pyrrolo[3,2-b]pyridine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its electron-deficient pyrrolopyridine core provides robust stability and favorable reactivity for constructing complex heterocyclic scaffolds. The bromide functionality offers high compatibility with standard coupling protocols, facilitating efficient access to biologically active molecules and advanced intermediates in API development.

Synthesis

  • Route1
    • null|null
      1227628-14-9
    • ~34%
    • In-stock
      6-Bromo-1H-pyrrolo[3,2-b]pyridine|CS-W008287
      944937-53-5

    References

    • MERCK SHARP and DOHME CORP.; MCCOMAS, Casey Cameron; LIVERTON, Nigel J.; HABERMANN, Joerg; KOCH, Uwe; NARJES, Frank; LI, Peng; PENG, Xuanjia; SOLL, Richard; WU, Hao; PALANI, Anandan; DAI, Xing; LIU, Hong; HE, Shuwen; DANG, Qung Patent: WO2013/34048 A1, 2013 ; Location in patent: Page/Page column 47 ;
  • Route2
    • (E)-2-(5-Bromo-3-nitropyridin-2-yl)-N,N-dimethylethen-1-amine|CS-0623778
      1229457-88-8
    • ~%
    • In-stock
      6-Bromo-1H-pyrrolo[3,2-b]pyridine|CS-W008287
      944937-53-5

    References

    • WO2014/11568 A1, ; Paragraph 0187; 0190; 0191 ;
  • Route3

    References

    • WO2013/33899 A1, ;

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   28.68
  • LogP   2.3254
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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