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Methyl 4-amino-3-fluorobenzoate

  • CAS No. 185629-32-7

  • Cat. No. CS-M0954
  • Purity≥97%
  • MDL No.MFCD08689703

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

Methyl 4-amino-3-fluorobenzoate|CS-M0954

Structure of 185629-32-7

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General Information

  • CAS No. 185629-32-7
  • Cat. No. CS-M0954
  • Purity ≥97%
  • MDL No. MFCD08689703
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈FNO₂
  • Molecular Weight 169.15
  • Synonym(s) Methyl-4-amino-3-fluorobenzoate
  • SMILES O=C(OC)C1=CC(F)=C(N)C=C1

Description

Methyl 4-amino-3-fluorobenzoate features a strategically positioned amino group and fluorine atom on the aromatic ring, enabling enhanced electronic modulation and metabolic stability. This compound serves as a key intermediate in pharmaceutical synthesis, where its solubility and reactivity support efficient coupling reactions under mild conditions.

Application

Methyl 4-amino-3-fluorobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated aromatic scaffolds. Its amino and ester functionalities offer orthogonal reactivity for amide coupling, electrophilic substitution, and directed metalation. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for multi-step synthesis workflows and API intermediate development.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2007/16392 A2, 2007 ; Location in patent: Page/Page column 48 ; WO 2007/016392 A2
  • Route2

    References

    • US2003/158226 A1, ; US 20030158226 A1
  • Route3

    References

    • WO2012/87519 A1, ; WO 2012/087519 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

Quality Control

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.1945
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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