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1-Chloro-6-fluoroisoquinoline

  • CAS No. 214045-86-0

  • Cat. No. CS-0042595
  • Molecule weight181.59
  • Purity≥97%
  • MDL No.None

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

1-Chloro-6-fluoroisoquinoline|CS-0042595

Structure of 214045-86-0

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General Information

  • CAS No. 214045-86-0
  • Cat. No. CS-0042595
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅ClFN
  • Molecular Weight 181.59
  • Synonym(s) Isoquinoline,1-chloro-6-fluoro
  • SMILES FC1=CC2=C(C(Cl)=NC=C2)C=C1

Description

1-Chloro-6-fluoroisoquinoline features a fused bicyclic core with complementary halogen substituents enabling precise functionalization. The chlorine and fluorine atoms provide orthogonal reactivity, facilitating palladium-catalyzed cross-coupling and nucleophilic substitution under mild conditions. This scaffold integrates readily into bioactive molecules and advanced materials due to its electron-deficient character and stability.

Application

1-Chloro-6-fluoroisoquinoline serves as a versatile building block for constructing biologically relevant isoquinoline scaffolds. The orthogonal halogenation pattern enables selective palladium-catalyzed cross-coupling reactions, facilitating efficient C–C bond formation under mild conditions. Its bench-stable nature and compatibility with diverse functional groups support streamlined synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2005/28444 A1, 2005 ; Location in patent: Page/Page column 47-48; 69-70 ; WO 2005/028444 A1
  • Route2
    • null|null
      1008-86-2
    • ~43%
    • In-stock
      1-Chloro-6-fluoroisoquinoline|CS-0042595
      214045-86-0

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2003/99274 A1, 2003 ; Location in patent: Page 271-272 ; WO 03/099274 A1
  • Route3
    • null|null
      1372215-44-5
    • ~29%
    • In-stock
      1-Chloro-6-fluoroisoquinoline|CS-0042595
      214045-86-0

    References

    • Ting, Hao-Chun; Chen, You-Ming; You, Hong-Wei; Hung, Wen-Yi; Lin, Sheng-Hsun; Chaskar, Atul; Chou, Shu-Hua; Chi, Yun; Liu, Rai-Hsung; Wong, Ken-Tsung Journal of Materials Chemistry, 2012 , vol. 22, # 17 p. 8399 - 8407

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   3.0273
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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