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CS-W001157 4
Total: USD 88.00

Methyl 2-amino-4-(trifluoromethyl)benzoate

  • CAS No. 61500-87-6

  • Cat. No. CS-W022798
  • Molecule weight219.16
  • Purity≥97%
  • MDL No.MFCD08543939

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

Methyl 2-amino-4-(trifluoromethyl)benzoate|CS-W022798

Structure of 61500-87-6

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General Information

  • CAS No. 61500-87-6
  • Cat. No. CS-W022798
  • Purity ≥97%
  • MDL No. MFCD08543939
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈F₃NO₂
  • Molecular Weight 219.16
  • Synonym(s) 2-AMINO-4-TRIFLUOROMETHYL-BENZOIC ACID METHYL ESTER
  • SMILES NC1=C(C(=O)OC)C=CC(=C1)C(F)(F)F

Description

Methyl 2-amino-4-(trifluoromethyl)benzoate features a trifluoromethyl group enhancing electron-withdrawal and metabolic stability, paired with a primary amine enabling direct derivatization. This bench-stable, moisture-tolerant ester integrates readily into pharmaceutical intermediates and functional materials synthesis under standard conditions.

Application

Methyl 2-amino-4-(trifluoromethyl)benzoate serves as a versatile building block in medicinal chemistry, enabling the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its ortho-amino and trifluoromethyl groups provide complementary reactivity for electrophilic substitution, coupling reactions, and cyclization processes. The methyl ester functionality offers ease of manipulation and purification, while the molecule exhibits good bench stability and functional group tolerance in standard synthetic workflows.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2006/2342 A1, 2006 ; Location in patent: Page/Page column 55-56 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      2-Amino-4-(trifluoromethyl)benzoic acid|CS-W007507
      402-13-1
    • ~97%
    • In-stock
      Methyl 2-amino-4-(trifluoromethyl)benzoate|CS-W022798
      61500-87-6

    References

    • Hill; Stanley; Karoglan Williams; Loev; Fowler; McCafferty; Macko; Berkoff; Ladd Journal of Medicinal Chemistry, 1983 , vol. 26, # 6 p. 865 - 869
  • Route3
    • null|null
      186581-53-3
    • In-stock
      2-Amino-4-(trifluoromethyl)benzoic acid|CS-W007507
      402-13-1
    • ~%
    • In-stock
      Methyl 2-amino-4-(trifluoromethyl)benzoate|CS-W022798
      61500-87-6

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 22 p. 3386 - 3396

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   2.0742
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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