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CS-W001157 4
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3-Bromoisoquinoline

  • CAS No. 34784-02-6

  • Cat. No. CS-B0168
  • Purity≥97%
  • MDL No.MFCD00234479

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

3-Bromoisoquinoline|CS-B0168

Structure of 34784-02-6

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General Information

  • CAS No. 34784-02-6
  • Cat. No. CS-B0168
  • Purity ≥97%
  • MDL No. MFCD00234479
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrN
  • Molecular Weight 208.05
  • Synonym(s) 3-Bromo-2-azanaphthalene
  • SMILES BrC1=CC(C=CC=C2)=C2C=N1

Description

3-Bromoisoquinoline features a bromine substituent at the 3-position of the isoquinoline core, enabling direct functionalization in cross-coupling reactions. This electron-deficient heterocycle serves as a key intermediate in medicinal chemistry and materials synthesis, offering high reactivity and compatibility with palladium-catalyzed transformations under standard conditions.

Application

3-Bromoisoquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi transformations. Its well-established reactivity facilitates the construction of biaryl and heteroaryl scaffolds common in pharmaceuticals. The bromine substituent provides excellent functional group tolerance and bench stability, simplifying purification and handling in multi-step syntheses.

Synthesis

  • Route1

    References

    • LUPIN LIMITED; KULKARNI, Sanjeev Anant; MADAN, Sachin; JANA, Nirmal Kumar; TALE, Prashant Vitthalrao; CHEEMALA, Narasimha Murthy; MAHANGARE, Sachin Jaysing; VIDHATE, Prashant Popatrao; KULKARNI, Chaitanya Prabhakar; PATEL, Sapana Suresh; PATIL, Amolsing Dattu; ZADE, Seema Prabhakar; SHINDE, Rohan Mahadev; PALLE, Venkata P.; KAMBOJ, Rajender Kumar Patent: US2013/178457 A1, 2013 ; Location in patent: Paragraph 0219 ;
  • Route2
    • 5,6,7,8-Tetrahydroisoquinolin-3(2h)-one|CS-0684460
      102879-33-4
    • ~%
    • In-stock
      3-Bromoisoquinoline|CS-B0168
      34784-02-6

    References

    • Journal of the Chemical Society, , p. 2038,2039, 2042
  • Route3

    References

    • Journal of the Chemical Society, , p. 4191,4205

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   12.89
  • LogP   2.9973
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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