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CS-W001157 4
Total: USD 88.00

5-Bromopyrimidine

  • CAS No. 4595-59-9

  • Cat. No. CS-W008017
  • Purity≥96%
  • MDL No.MFCD00006117

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

5-Bromopyrimidine|CS-W008017

Structure of 4595-59-9

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General Information

  • CAS No. 4595-59-9
  • Cat. No. CS-W008017
  • Purity ≥96%
  • MDL No. MFCD00006117
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃BrN₂
  • Molecular Weight 158.98
  • Synonym(s) None
  • SMILES C1=NC=NC=C1Br

Description

Rapid nucleophilic displacement reactions of 5-bromopyrimidine with nucleophiles under microwave irradiation has been studied. 5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine.5-Bromopyrimidine was used in the synthesis of:N-heteroaryl substituted 9-arylcarbazolyl derivatives via palladium-catalyzed aerobic and ligand-free Suzuki reaction(5-(phenylethynyl)pyrimidine) via microwave assisted organic synthesis (MAOS) Sonogashira protocol

Synthesis

  • Route1
    • null|null
      30680-61-6
    • ~%
    • In-stock
      5-Bromopyrimidine|CS-W008017
      4595-59-9

    References

    • Eli Lilly and Company Patent: US3956301 A1, 1976 ;
  • Route2
    • In-stock
      3,4-Dibromo-5-hydroxyfuran-2(5H)-one|CS-0101299
      766-38-1
    • null|null
      77287-34-4
    • ~48%
    • In-stock
      5-Bromopyrimidine|CS-W008017
      4595-59-9

    References

    • Kress, Thomas J.; Szymanski, Edward Journal of Heterocyclic Chemistry, 1983 , vol. 20, p. 1721 - 1722
  • Route3

    References

    • Fukumoto, Hiroki; Fujiwara, Yoshiki; Yamamoto, Takakazu Chemistry Letters, 2011 , vol. 40, # 9 p. 992 - 994

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+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.2391
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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