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CS-W001157 4
Total: USD 88.00

5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione

  • CAS No. 7033-39-8

  • Cat. No. CS-0089808
  • Molecule weight219.04
  • Purity≥98%
  • MDL No.MFCD00191846

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

5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione|CS-0089808

Structure of 7033-39-8

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General Information

  • CAS No. 7033-39-8
  • Cat. No. CS-0089808
  • Purity ≥98%
  • MDL No. MFCD00191846
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O₂
  • Molecular Weight 219.04
  • Synonym(s) 5-Bromo-1,3-dimethyluracil
  • SMILES O=C1N(C)C(C(Br)=CN1C)=O

Description

5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione features a brominated pyrimidinedione core with methyl substituents at the 1- and 3-positions, delivering enhanced electrophilicity at C5. This structure enables efficient coupling in cross-coupling reactions and serves as a key scaffold in medicinal chemistry. The compound exhibits bench-stable handling and compatibility with standard synthetic protocols.

Application

5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the dimethylated diketone core provides orthogonal reactivity for further functionalization. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1

    References

    • Moltke-Leth, Claus; Joergensen, Karl Anker Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993 , # 8 p. 1487 - 1490
  • Route2
    • In-stock
      5-Bromouracil|CS-W001982
      51-20-7
    • null|null
      77-78-1
    • ~81%
    • In-stock
      5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione|CS-0089808
      7033-39-8

    References

    • Pecorari; Vampa; Albasini; Rinaldi; Melegari; Costi Farmaco, Edizione Scientifica, 1988 , vol. 43, # 4 p. 311 - 318
  • Route3
    • 5-Bromo-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione|CS-0331022
      80746-00-5
    • ~81%
    • In-stock
      5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione|CS-0089808
      7033-39-8

    References

    • Kinoshita; Ohishi; Tanimoto Chemical and Pharmaceutical Bulletin, 1993 , vol. 41, # 12 p. 2073 - 2076

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44
  • LogP   -0.1535
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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