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CS-W001157 4
Total: USD 88.00

5-Chloro-2-(methylsulfonyl)pyrimidine

  • CAS No. 38275-47-7

  • Cat. No. CS-0312691
  • Purity≥96%
  • MDL No.None

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

5-Chloro-2-(methylsulfonyl)pyrimidine|CS-0312691

Structure of 38275-47-7

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General Information

  • CAS No. 38275-47-7
  • Cat. No. CS-0312691
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClN₂O₂S
  • Molecular Weight 192.62
  • Synonym(s) None
  • SMILES CS(=O)(=O)C1=NC=C(C=N1)Cl

Description

5-Chloro-2-(methylsulfonyl)pyrimidine serves as a pivotal heterocyclic scaffold in medicinal chemistry, featuring a chlorine atom at C5 and a methylsulfonyl group at C2. This combination imparts enhanced metabolic stability and targeted electrophilicity, enabling efficient coupling in cross-coupling reactions. The molecule’s bench-stable nature facilitates handling under standard conditions, while the electron-withdrawing sulfonyl moiety promotes reactivity in nucleophilic substitution processes.

Application

5-Chloro-2-(methylsulfonyl)pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The chloro group at the 5-position facilitates nucleophilic substitution reactions with amines, thiols, and other heteroatom nucleophiles, while the methylsulfonyl group provides enhanced solubility and metabolic stability. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for modular synthesis of kinase inhibitors and other bioactive compounds.

Synthesis

  • Route1

    References

    • Pfizer Inc Patent: US2007/270438 A1, 2007 ; Location in patent: Page/Page column 34 ; US 20070270438 A1
  • Route2

    References

    • Liang, Yong-Min; Luo, Sheng-Jun; Zhang, Zhao-Xin; Ma, Yong-Xiang Synthetic Communications, 2002 , vol. 32, # 1 p. 153 - 157

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-H319
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   59.92
  • LogP   0.5335
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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