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CS-W001157 4
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Methyl 4-acetamido-5-chloro-2-hydroxybenzoate

  • CAS No. 24190-77-0

  • Cat. No. CS-W002876
  • Molecule weight243.64
  • Purity≥97%
  • MDL No.MFCD02093078

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

Methyl 4-acetamido-5-chloro-2-hydroxybenzoate|CS-W002876

Structure of 24190-77-0

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General Information

  • CAS No. 24190-77-0
  • Cat. No. CS-W002876
  • Purity ≥97%
  • MDL No. MFCD02093078
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀ClNO₄
  • Molecular Weight 243.64
  • Synonym(s) Methyl 4-acetylamino-5-chloro-2-hydroxybenzoate
  • SMILES O=C(OC)C1=CC(Cl)=C(NC(C)=O)C=C1O

Description

Methyl 4-acetamido-5-chloro-2-hydroxybenzoate features a chlorinated aromatic core with complementary hydroxyl and acetamido functionalities, enabling direct incorporation into complex heterocyclic systems. The methyl ester group provides enhanced solubility and reactivity under standard coupling conditions, while the electron-withdrawing chlorine stabilizes adjacent electrophilic centers. This scaffold supports efficient derivatization in synthetic medicinal chemistry workflows.

Application

Methyl 4-acetamido-5-chloro-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and API intermediates. Its ortho-hydroxy and acetamido functionalities facilitate directed metalation and subsequent coupling reactions, while the chloro substituent supports palladium-catalyzed cross-coupling. The methyl ester group offers convenient derivatization options, and the molecule exhibits good bench stability and ease of purification—ideal for iterative synthetic workflows in drug discovery.

Synthesis

  • Route1

    References

    • WO2007/96352 A1, ; Page/Page column 12; 23-24 ; WO 2007/096352 A1
  • Route2
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      186581-53-3
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      21386-96-9
    • ~%
    • In-stock
      Methyl 4-acetamido-5-chloro-2-hydroxybenzoate|CS-W002876
      24190-77-0

    References

    • US4863921 A1, ;
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 6, # 22 p. 2657 - 2662

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   75.63
  • LogP   1.7906
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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