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5-Bromo-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

  • CAS No. 830346-48-0

  • Cat. No. CS-0050652
  • Purity≥95%
  • MDL No.None

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

5-Bromo-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione|CS-0050652

Structure of 830346-48-0

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General Information

  • CAS No. 830346-48-0
  • Cat. No. CS-0050652
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉BrF₄N₂O₂
  • Molecular Weight 381.12
  • Synonym(s) Elagolix Impurity 19
  • SMILES CC1=C(Br)C(=O)NC(=O)N1CC1=C(C=CC=C1F)C(F)(F)F

Description

5-Bromo-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione features a sterically hindered trifluoromethyl group and an electron-deficient fluorinated aryl moiety, enabling robust coupling in late-stage functionalization. The tetrahydropyrimidine core provides high stability under standard conditions, while the bromo substituent facilitates selective cross-coupling reactions. This scaffold delivers enhanced metabolic resistance and improved membrane permeability in bioactive molecule design.

Application

5-Bromo-1-{[2-fluoro-6-(trifluoromethyl)phenyl]methyl}-6-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione serves as a versatile building block in medicinal chemistry, enabling the construction of pyrimidine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its bromo and carbonyl functionalities offer orthogonal reactivity, while the trifluoromethyl and fluoro substituents enhance metabolic stability and modulate electronic properties. The compound exhibits good bench stability and facilitates efficient purification, supporting scalable synthesis of targeted heterocyclic candidates.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   54.86
  • LogP   2.81372
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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