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CS-W001157 4
Total: USD 88.00

2-Phenylpyrimidine-5-carboxylic acid

  • CAS No. 122773-97-1

  • Cat. No. CS-0442849
  • Purity≥98%
  • MDL No.MFCD00559612

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

2-Phenylpyrimidine-5-carboxylic acid|CS-0442849

Structure of 122773-97-1

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General Information

  • CAS No. 122773-97-1
  • Cat. No. CS-0442849
  • Purity ≥98%
  • MDL No. MFCD00559612
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈N₂O₂
  • Molecular Weight 200.19
  • Synonym(s) 2-PHENYL-PYRIMIDINE-5-CARBOXYLIC ACID
  • SMILES C1=CC=C(C=C1)C2=NC=C(C=N2)C(=O)O

Description

2-Phenylpyrimidine-5-carboxylic acid features a rigid heteroaromatic core fused to a phenyl ring and a carboxylic acid group, enabling versatile integration into bioactive scaffolds. The electron-deficient pyrimidine ring facilitates nucleophilic substitution, while the carboxylic acid offers direct conjugation or derivatization potential. This compound serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and other pharmaceutical agents.

Application

2-Phenylpyrimidine-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocyclic scaffolds. Its carboxylic acid group facilitates direct derivatization via amide coupling or esterification, while the pyrimidine core provides a rigid, planar platform for structure-activity studies. The phenyl substituent enhances π-stacking interactions and modulates electronic properties, offering favorable solubility and stability for downstream synthesis.

Synthesis

  • Route1
    • Methyl 2-phenylpyrimidine-5-carboxylate|CS-0290320
      64074-29-9
    • ~99%
    • In-stock
      2-Phenylpyrimidine-5-carboxylic acid|CS-0442849
      122773-97-1

    References

    • WO2008/121670 A1, ; Page/Page column 72-73 ; WO 2008/121670 A1
  • Route2

    References

    • Journal of Heterocyclic Chemistry, , vol. 27, # 2 p. 295 - 305
  • Route3
    • 5-Methyl-2-phenylpyrimidine|CS-1352068
      77232-48-5
    • ~52%
    • In-stock
      2-Phenylpyrimidine-5-carboxylic acid|CS-0442849
      122773-97-1

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , p. 303 - 307 Khimiya Geterotsiklicheskikh Soedinenii, , vol. 24, # 3 p. 371 - 375

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

  • TPSA   63.08
  • LogP   1.8418
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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