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CS-W001157 4
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Methyl 5-bromopyrimidine-4-carboxylate

  • CAS No. 1009826-93-0

  • Cat. No. CS-W005071
  • Purity≥98%
  • MDL No.MFCD11111841

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

Methyl 5-bromopyrimidine-4-carboxylate|CS-W005071

Structure of 1009826-93-0

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General Information

  • CAS No. 1009826-93-0
  • Cat. No. CS-W005071
  • Purity ≥98%
  • MDL No. MFCD11111841
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₂O₂
  • Molecular Weight 217.02
  • Synonym(s) METHYL 5-BROMO-4-PYRIMIDINECARBOXYLATE
  • SMILES BrC1=CN=CN=C1C(=O)OC

Description

Methyl 5-bromopyrimidine-4-carboxylate is a bench-stable, electron-deficient pyrimidine derivative featuring a bromine atom at the C5 position and a methyl ester group at C4. This configuration enables selective functionalization in cross-coupling reactions and facilitates incorporation into heterocyclic scaffolds for medicinal chemistry applications.

Application

Methyl 5-bromopyrimidine-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the C5 bromine site. The pyrimidine core supports functional group tolerance and facilitates the construction of pharmaceutically relevant scaffolds. Its bench-stable nature and ease of purification make it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Bromo-4-pyrimidinecarboxylic acid|CS-W008913
      64224-60-8
    • ~38%
    • In-stock
      Methyl 5-bromopyrimidine-4-carboxylate|CS-W005071
      1009826-93-0

    References

    • CHUA, Peter C.; Haddach, Mustapha; Nagasawa, Johnny Y.; Pierre, Fabrice; Whitten, Jeffrey P. Patent: US2009/239859 A1, 2009 ; Location in patent: Page/Page column 41 ; US 20090239859 A1
  • Route2
    • In-stock
      5-Bromopyrimidine|CS-W008017
      4595-59-9
    • null|null
      1370724-99-4
    • ~44%
    • In-stock
      Methyl 5-bromopyrimidine-4-carboxylate|CS-W005071
      1009826-93-0

    References

    • Regan, Collin F.; Pierre, Fabrice; Schwaebe, Michael K.; Haddach, Mustapha; Jung, Michael E.; Ryckman, David M. Synlett, 2012 , # 3 p. 443 - 447
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 2 p. 635 - 654

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-H315-H319-H335
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   52.08
  • LogP   1.0257
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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