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CS-W001157 4
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2-Bromo-5-methoxypyrimidine

  • CAS No. 1209459-99-3

  • Cat. No. CS-0044710
  • Purity≥97%
  • MDL No.MFCD12025462

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

2-Bromo-5-methoxypyrimidine|CS-0044710

Structure of 1209459-99-3

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General Information

  • CAS No. 1209459-99-3
  • Cat. No. CS-0044710
  • Purity ≥97%
  • MDL No. MFCD12025462
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂O
  • Molecular Weight 189.01
  • Synonym(s) None
  • SMILES COC1=CN=C(Br)N=C1

Description

2-Bromo-5-methoxypyrimidine is a bench-stable pyrimidine derivative featuring a bromine atom at the 2-position and a methoxy group at the 5-position. This combination enables direct functionalization in cross-coupling reactions, serving as a key intermediate for pharmaceuticals and agrochemicals. The electron-deficient ring facilitates nucleophilic substitution, while the methoxy group enhances solubility and modulates reactivity.

Application

2-Bromo-5-methoxypyrimidine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions with high efficiency. Its bromine substituent facilitates Suzuki, Stille, and Negishi couplings, while the methoxy group provides mild electron-donating character and enhanced solubility. The compound exhibits excellent bench stability and is readily purified by flash chromatography, making it ideal for constructing pyrimidine-based scaffolds in medicinal chemistry and agrochemical research.

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   35.01
  • LogP   1.2477
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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