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CS-W001157 4
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5-Methyl-2-(pyrimidin-2-yl)benzoicacid

  • CAS No. 1088994-22-2

  • Cat. No. CS-W003870
  • Molecule weight214.22
  • Purity≥97%
  • MDL No.MFCD14706695

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

5-Methyl-2-(pyrimidin-2-yl)benzoicacid|CS-W003870

Structure of 1088994-22-2

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General Information

  • CAS No. 1088994-22-2
  • Cat. No. CS-W003870
  • Purity ≥97%
  • MDL No. MFCD14706695
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀N₂O₂
  • Molecular Weight 214.22
  • Synonym(s) None
  • SMILES CC1=CC(C(O)=O)=C(C2=NC=CC=N2)C=C1

Description

5-Methyl-2-(pyrimidin-2-yl)benzoic acid features a fused aromatic core combining a methyl-substituted benzoic acid with a pyrimidine ring, enabling strong π-stacking and hydrogen-bonding interactions. This scaffold delivers enhanced solubility and stability in polar solvents, facilitating direct integration into medicinal chemistry campaigns targeting kinase inhibitors and GPCR modulators.

Application

5-Methyl-2-(pyrimidin-2-yl)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of biologically relevant heterocyclic scaffolds. Its carboxylic acid functionality facilitates direct amidation, esterification, and coupling reactions, while the pyrimidine ring provides enhanced metabolic stability and hydrogen-bonding capacity. The methyl group offers a site for further functionalization, and the molecule exhibits excellent bench stability and ease of purification, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • Methyl 5-methyl-2-(pyrimidin-2-yl)benzoate|CS-0113691
      1088994-20-0
    • ~97%
    • In-stock
      5-Methyl-2-(pyrimidin-2-yl)benzoicacid|CS-W003870
      1088994-22-2

    References

    • Girardin, Melina; Ouellet, Stephane G.; Gauvreau, Danny; Moore, Jeffrey C.; Hughes, Greg; Devine, Paul N.; O'Shea, Paul D.; Campeau, Louis-Charles Organic Process Research and Development, 2013 , vol. 17, # 1 p. 61 - 68
  • Route2
    • In-stock
      5-Methyl-2-(pyrimidin-2-yl)benzonitrile|CS-0087002
      1373917-20-4
    • ~89%
    • In-stock
      5-Methyl-2-(pyrimidin-2-yl)benzoicacid|CS-W003870
      1088994-22-2

    References

    • MERCK SHARP and DOHME CORP.; FENG, Yun Shao; MOSES, Anthony; ZHONG, Yong-Li Patent: WO2012/58129 A1, 2012 ; Location in patent: Page/Page column 16-17 ; WO 2012/058129 A1
  • Route3

    References

    • WO2012/58129 A1, ; WO 2012/058129 A1

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   63.08
  • LogP   2.15022
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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