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CS-W001157 4
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tert-Butyl 7-amino-3,4-dihydroquinoline-1(2H)-carboxylate

  • CAS No. 351324-70-4

  • Cat. No. CS-0019161
  • Purity≥98%
  • MDL No.MFCD10566742

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

tert-Butyl 7-amino-3,4-dihydroquinoline-1(2H)-carboxylate|CS-0019161

Structure of 351324-70-4

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General Information

  • CAS No. 351324-70-4
  • Cat. No. CS-0019161
  • Purity ≥98%
  • MDL No. MFCD10566742
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀N₂O₂
  • Molecular Weight 248.32
  • Synonym(s) tert-Butyl 7-amino-3,4-dihydroquinoline-1(2H)-carboxylate; tert-Butyl7-amino-3,4-dihydroquinoline-1(2H)-carboxylat
  • SMILES O=C(N1CCCC2=C1C=C(N)C=C2)OC(C)(C)C

Description

tert-Butyl 7-amino-3,4-dihydroquinoline-1(2H)-carboxylate features a bench-stable aminoquinoline scaffold with a protected amine, enabling direct incorporation into complex heterocycles. The dihydroquinoline core offers enhanced solubility and reactivity in synthetic transformations, while the tert-butyl ester facilitates selective deprotection under mild acidic conditions. This compound serves as a key intermediate for bioactive molecule synthesis.

Application

tert-Butyl 7-amino-3,4-dihydroquinoline-1(2H)-carboxylate serves as a versatile scaffold for the synthesis of quinoline-based pharmaceutical intermediates. The protected amine and carboxylate functionalities enable sequential functionalization, while the dihydroquinoline core supports transition-metal-catalyzed couplings and reductive transformations. Bench-stable and readily purified by chromatography, it facilitates efficient access to complex heterocyclic architectures relevant to medicinal chemistry campaigns.

Synthesis

  • Route1
    • tert-Butyl 7-nitro-3,4-dihydroquinoline-1(2h)-carboxylate|CS-0692376
      1236060-43-7
    • ~%
    • In-stock
      tert-Butyl 7-amino-3,4-dihydroquinoline-1(2H)-carboxylate|CS-0019161
      351324-70-4

    References

    • US2011/98311 A1, ;
  • Route2

    References

    • US2011/98311 A1, ;
  • Route3

    References

    • US2011/98311 A1, ;

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   55.56
  • LogP   2.9565
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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