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CS-W001157 4
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5-Amino-2-fluorobenzoic acid

  • CAS No. 56741-33-4

  • Cat. No. CS-W016257
  • Purity≥98%
  • MDL No.MFCD00077449

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

5-Amino-2-fluorobenzoic acid|CS-W016257

Structure of 56741-33-4

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General Information

  • CAS No. 56741-33-4
  • Cat. No. CS-W016257
  • Purity ≥98%
  • MDL No. MFCD00077449
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₂
  • Molecular Weight 155.13
  • Synonym(s) propane, 3-(difluoromethoxy)-1,1,1,2,2-pentafluoro-
  • SMILES O=C(O)C1=CC(N)=CC=C1F

Description

5-Amino-2-fluorobenzoic acid features a strategically positioned amino group and fluorine atom on the aromatic ring, enabling enhanced electronic modulation and metabolic stability. This combination supports direct incorporation into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds. The carboxylic acid functionality facilitates conjugation and salt formation under standard conditions.

Application

5-Amino-2-fluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds through standard amine and carboxylic acid transformations. Its ortho-fluoroamine functionality provides excellent regiochemical control in coupling reactions and facilitates downstream derivatization via electrophilic substitution or amidation. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for multi-step synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • PLEXXIKON, INC. Patent: WO2007/2325 A1, 2007 ; Location in patent: Page/Page column 229 ; WO 2007/002325 A1
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 35, # 6 p. 1301 - 1304

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   63.32
  • LogP   1.1061
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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