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CS-W001157 4
Total: USD 88.00

Methyl 2-amino-6-fluorobenzoate

  • CAS No. 86505-94-4

  • Cat. No. CS-0045066
  • Purity≥95%
  • MDL No.MFCD01763810

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

Methyl 2-amino-6-fluorobenzoate|CS-0045066

Structure of 86505-94-4

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General Information

  • CAS No. 86505-94-4
  • Cat. No. CS-0045066
  • Purity ≥95%
  • MDL No. MFCD01763810
  • 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 2-amino-6-fluorobenzaote
  • SMILES O=C(OC)C1=C(F)C=CC=C1N

Description

Methyl 2-amino-6-fluorobenzoate features a strategically positioned amino group and fluorine atom on the aromatic ring, enabling enhanced electronic modulation and metabolic stability. This combination facilitates direct incorporation into bioactive scaffolds, particularly in medicinal chemistry campaigns targeting CNS agents and kinase inhibitors. The ester functionality offers convenient derivatization pathways under standard conditions.

Application

Methyl 2-amino-6-fluorobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated heterocycles and bioactive scaffolds. The ortho-amino and fluorine substituents provide complementary reactivity for sequential functionalization, while the methyl ester facilitates straightforward derivatization. Bench-stable and readily purified, it functions effectively in coupling reactions, cyclizations, and electrophilic substitutions, supporting robust synthesis workflows in API development.

Synthesis

  • Route1
    • In-stock
      2-Amino-6-fluorobenzoic acid|CS-W001131
      434-76-4
    • null|null
      18107-18-1
    • ~99%
    • In-stock
      Methyl 2-amino-6-fluorobenzoate|CS-0045066
      86505-94-4

    References

    • ELI LILLY AND COMPANY Patent: WO2005/37796 A1, 2005 ; Location in patent: Page/Page column 131 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Fluoro-1H-benzo[d][1,3]oxazine-2,4-dione|CS-0045056
      78755-94-9
    • ~99%
    • In-stock
      Methyl 2-amino-6-fluorobenzoate|CS-0045066
      86505-94-4

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GmbH Patent: WO2009/62289 A1, 2009 ; Location in patent: Page/Page column 121; 122 ;
  • Route3
    • null|null
      67-56-1
    • In-stock
      2-Amino-6-fluorobenzoic acid|CS-W001131
      434-76-4
    • ~29%
    • In-stock
      Methyl 2-amino-6-fluorobenzoate|CS-0045066
      86505-94-4

    References

    • Boehringer Ingelheim International GmbH Patent: EP1598343 A1, 2005 ; Location in patent: Page/Page column 55 ;

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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