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CS-W001157 4
Total: USD 88.00

4-Amino-2-fluorobenzoic acid

  • CAS No. 446-31-1

  • Cat. No. CS-W007847
  • Purity≥98%
  • MDL No.MFCD01569397

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

4-Amino-2-fluorobenzoic acid|CS-W007847

Structure of 446-31-1

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General Information

  • CAS No. 446-31-1
  • Cat. No. CS-W007847
  • Purity ≥98%
  • MDL No. MFCD01569397
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₂
  • Molecular Weight 155.13
  • Synonym(s) None
  • SMILES C1=CC(=CC(=C1C(O)=O)F)N

Description

4-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 efficient incorporation into bioactive scaffolds and facilitates directed functionalization in medicinal chemistry campaigns.

Application

4-Amino-2-fluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds via standard amide coupling, Suzuki-Miyaura, and Ullmann-type reactions. Its ortho-fluoro and amino groups offer complementary reactivity for sequential functionalization, while the carboxylic acid facilitates direct derivatization or salt formation. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in multi-step syntheses and API development.

Synthesis

  • Route1

    References

    • STEIN, Philip; DAINES, Robert; SPROUS, Dennis; O'GRADY, Harold Patent: WO2010/132615 A1, 2010 ; Location in patent: Page/Page column 133 ; WO 2010/132615 A1
  • Route2

    References

    • PFIZER LIMITED; ICAGEN, INC.; MARKWORTH, Christopher John; MARRON, Brian Edward; SWAIN, Nigel Alan Patent: WO2010/35166 A1, 2010 ; Location in patent: Page/Page column 68 ; WO 2010/035166 A1
  • Route3

    References

    • Schmelkes; Rubin Journal of the American Chemical Society, 1944 , vol. 66, p. 1631

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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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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