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CS-W001157 4
Total: USD 88.00

5-Bromopyrimidine-2-carbonitrile

  • CAS No. 38275-57-9

  • Cat. No. CS-W002977
  • Purity≥95%
  • MDL No.MFCD02940446

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

5-Bromopyrimidine-2-carbonitrile|CS-W002977

Structure of 38275-57-9

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General Information

  • CAS No. 38275-57-9
  • Cat. No. CS-W002977
  • Purity ≥95%
  • MDL No. MFCD02940446
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrN₃
  • Molecular Weight None
  • Synonym(s) 5-BROMO-2-CYANOPYRIMIDINE
  • SMILES BrC(C=N1)=CN=C1C#N

Description

5-Bromopyrimidine-2-carbonitrile serves as a key heterocyclic building block for medicinal chemistry and materials science. The molecule combines a bromine substituent at the 5-position with a nitrile group at C2, enabling selective cross-coupling reactions and facilitating downstream functionalization. This dual-reactive motif supports efficient access to complex pyrimidine derivatives under standard conditions.

Application

5-Bromopyrimidine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine and nitrile functionalities. The electron-deficient pyrimidine core facilitates nucleophilic substitution and supports the construction of heterocyclic scaffolds. Its bench-stable nature and compatibility with diverse functional groups make it ideal for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • null|null
      143-33-9
    • In-stock
      5-Bromo-2-chloropyrimidine|CS-M1309
      32779-36-5
    • ~10%
    • In-stock
      5-Bromopyrimidine-2-carbonitrile|CS-W002977
      38275-57-9

    References

    • PFIZER LIMITED; PFIZER INC. Patent: WO2005/28452 A1, 2005 ; Location in patent: Page/Page column 87 ; WO 2005/028452 A1
  • Route2
    • null|null
      773837-37-9
    • In-stock
      5-Bromo-2-chloropyrimidine|CS-M1309
      32779-36-5
    • ~90%
    • In-stock
      5-Bromopyrimidine-2-carbonitrile|CS-W002977
      38275-57-9

    References

    • Zhang, Zaihui; Sun, Shaoyi; Kodumuru, Vishnumurthy; Hou, Duanjie; Liu, Shifeng; Chakka, Nagasree; Sviridov, Serguei; Chowdhury, Sultan; McLaren, David G.; Ratkay, Leslie G.; Khakh, Kuldip; Cheng, Xing; Gschwend, Heinz W.; Kamboj, Rajender; Fu, Jianmin; Winther, Michael D. Journal of Medicinal Chemistry, 2013 , vol. 56, # 2 p. 568 - 583
  • Route3
    • null|null
      7677-24-9
    • null|null
      36529-69-8
    • ~0%
    • In-stock
      5-Bromopyrimidine-4-carbonitrile|CS-0050557
      114969-66-3
    • In-stock
      5-Bromopyrimidine-2-carbonitrile|CS-W002977
      38275-57-9

    References

    • Yamanaka, Hiroshi; Sakamoto, Takao; Nishimura, Sumiko; Sagi, Mataichi Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 8 p. 3119 - 3126

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS09,GHS07
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H312-H315-H318-H332-H335-H410
Precautionary Statements : P260-P261-P264-P270-P271-P273-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P363-P391-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   49.57
  • LogP   1.11078
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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