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tert-Butyl 6-bromo-3,4-dihydroquinoline-1(2H)-carboxylate

  • CAS No. 1123169-45-8

  • Cat. No. CS-0060939
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 6-bromo-3,4-dihydroquinoline-1(2H)-carboxylate|CS-0060939

Structure of 1123169-45-8

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General Information

  • CAS No. 1123169-45-8
  • Cat. No. CS-0060939
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BrNO₂
  • Molecular Weight 312.20
  • Synonym(s) tert-butyl 6-bromo-3,4-dihydro-2H-quinoline-1-carboxylate
  • SMILES CC(C)(OC(N1CCCC2=CC(Br)=CC=C21)=O)C

Description

tert-Butyl 6-bromo-3,4-dihydroquinoline-1(2H)-carboxylate features a brominated dihydroquinoline scaffold with a bench-stable tert-butyl ester handle. This versatile intermediate integrates readily into transition-metal-catalyzed coupling reactions, enabling efficient access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

tert-Butyl 6-bromo-3,4-dihydroquinoline-1(2H)-carboxylate serves as a versatile building block for the synthesis of quinoline-based scaffolds in medicinal chemistry. The bromo group enables palladium-catalyzed cross-coupling reactions, while the protected carboxylic acid facilitates subsequent deprotection and functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis of complex heterocycles.

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 : 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   4.1368
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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