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6-Bromo-5-fluoro-1,2,3,4-tetrahydroisoquinoline

  • CAS No. 1781658-50-1

  • Cat. No. CS-0188190
  • Purity≥98%
  • MDL No.MFCD28991843

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

6-Bromo-5-fluoro-1,2,3,4-tetrahydroisoquinoline|CS-0188190

Structure of 1781658-50-1

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General Information

  • CAS No. 1781658-50-1
  • Cat. No. CS-0188190
  • Purity ≥98%
  • MDL No. MFCD28991843
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrFN
  • Molecular Weight 230.08
  • Synonym(s) 6-Bromo-5-Fluoro-1,2,3,4-Tetrahydroisoquinoline(WXC00497)
  • SMILES C1=C2CNCCC2=C(C(=C1)Br)F

Description

6-Bromo-5-fluoro-1,2,3,4-tetrahydroisoquinoline features a rigid tetrahydroisoquinoline core bearing strategically positioned bromo and fluoro substituents. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions and serves as a key building block for bioactive alkaloid analogs and pharmaceutical intermediates.

Application

6-Bromo-5-fluoro-1,2,3,4-tetrahydroisoquinoline serves as a versatile building block for the synthesis of biologically active heterocycles. Its orthogonal halogenation pattern enables palladium-catalyzed cross-coupling reactions with broad functional group tolerance. The molecule exhibits bench stability and facilitates efficient incorporation into complex scaffolds via standard coupling protocols, making it well-suited for medicinal chemistry and process development workflows.

Safety Information

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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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.2339
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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