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CS-W001157 4
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tert-Butyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

  • CAS No. 258515-65-0

  • Cat. No. CS-W005373
  • Purity≥96%
  • MDL No.MFCD08752229

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

tert-Butyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate|CS-W005373

Structure of 258515-65-0

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General Information

  • CAS No. 258515-65-0
  • Cat. No. CS-W005373
  • Purity ≥96%
  • MDL No. MFCD08752229
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BrNO₂
  • Molecular Weight 312.20
  • Synonym(s) tert-butyl 7-bromo-1,2,3,4-tetrahydroisoquinoline-2-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CCC2=C(C1)C=C(Br)C=C2

Description

tert-Butyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate features a brominated dihydroisoquinoline scaffold with a bench-stable tert-butyl ester handle. This electrophilic building block integrates readily into Pd-catalyzed cross-coupling reactions, enabling streamlined access to functionalized isoquinoline architectures in medicinal chemistry and materials synthesis.

Application

tert-Butyl 7-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate serves as a versatile building block for the synthesis of isoquinoline-based scaffolds in medicinal chemistry. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl carbamate protects the nitrogen. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient access to complex heterocycles.

Synthesis

  • Route1

    References

    • US2010/240671 A1, ; Page/Page column 58 ;

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

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   3.7423
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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