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CS-W001157 4
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2-(Methylsulfonyl)pyrimidine-5-carboxylic acid

  • CAS No. 914208-17-6

  • Cat. No. CS-0210457
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD08690748

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

2-(Methylsulfonyl)pyrimidine-5-carboxylic acid|CS-0210457

Structure of 914208-17-6

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General Information

  • CAS No. 914208-17-6
  • Cat. No. CS-0210457
  • Purity ≥98%
  • MDL No. MFCD08690748
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂O₄S
  • Molecular Weight None
  • Synonym(s) 2-methanesulfonylpyrimidine-5-carboxylic acid
  • SMILES CS(=O)(=O)C1=NC=C(C=N1)C(=O)O

Description

2-(Methylsulfonyl)pyrimidine-5-carboxylic acid features a pyrimidine core functionalized with both a methylsulfonyl group and a carboxylic acid at the 2- and 5-positions, respectively. This dual functionality enables integration into diverse synthetic scaffolds, particularly in medicinal chemistry and materials science. The molecule exhibits enhanced solubility and stability under standard conditions, facilitating straightforward handling in reaction workflows.

Application

2-(Methylsulfonyl)pyrimidine-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds through standard coupling and functionalization reactions. The carboxylic acid group facilitates amide bond formation and derivatization, while the methylsulfonyl moiety provides metabolic stability and enhanced solubility. Bench-stable and compatible with common protecting group strategies, it functions effectively in multi-step syntheses targeting kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • Glatthar, Ralf; Carcache, David Patent: US2009/105266 A1, 2009 ; Location in patent: Page/Page column 31 ; US 20090105266 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-H335-H319
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   97.22
  • LogP   -0.4217
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   2

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