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CS-W001157 4
Total: USD 88.00

4-Amino-5-chloro-2,3-dihydro-1-benzofuran-7-carboxylic acid

  • CAS No. 123654-26-2

  • Cat. No. CS-0051044
  • Purity≥97%
  • MDL No.None

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

4-Amino-5-chloro-2,3-dihydro-1-benzofuran-7-carboxylic acid|CS-0051044

Structure of 123654-26-2

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General Information

  • CAS No. 123654-26-2
  • Cat. No. CS-0051044
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈ClNO₃
  • Molecular Weight 213.62
  • Synonym(s) 4-Amino-5-chlorocoumaran-7-carboxylic Acid
  • SMILES NC1=C2CCOC2=C(C=C1Cl)C(O)=O

Description

This benzofuran derivative features a chloro substituent at the 5-position and an amino group at the 4-position, enhancing its reactivity in coupling reactions. The carboxylic acid moiety enables direct conjugation or derivatization, while the dihydrobenzofuran core offers rigidity and metabolic stability. Suitable for pharmaceutical intermediates and bioconjugate synthesis under standard conditions.

Application

4-Amino-5-chloro-2,3-dihydro-1-benzofuran-7-carboxylic acid serves as a versatile building block for medicinal chemistry campaigns, enabling the construction of bioactive heterocycles via standard amide coupling, Suzuki-Miyaura, and electrophilic substitution reactions. The molecule exhibits good bench stability, tolerates diverse functional groups, and facilitates efficient purification—making it well-suited for lead optimization and API intermediate synthesis.

Synthesis

  • Route1
    • Methyl 4-acetamido-5-chloro-2,3-dihydrobenzofuran-7-carboxylate|CS-0153986
      143878-29-9
    • ~88%
    • In-stock
      4-Amino-5-chloro-2,3-dihydro-1-benzofuran-7-carboxylic acid|CS-0051044
      123654-26-2

    References

    • Kakigami, Takuji; Usui, Toshinao; Tsukamoto, Katsura; Kataoka, Tadashi Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 1 p. 42 - 52
  • Route2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 46, # 1 p. 42 - 52
  • Route3
    • null|null
      91958-13-3
    • ~%
    • In-stock
      4-Amino-5-chloro-2,3-dihydro-1-benzofuran-7-carboxylic acid|CS-0051044
      123654-26-2

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 46, # 1 p. 42 - 52

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   72.55
  • LogP   1.5553
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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