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CS-W001157 4
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5-Bromo-2-methoxypyrimidin-4-amine

  • CAS No. 148214-56-6

  • Cat. No. CS-0018943
  • Purity≥96%
  • MDL No.MFCD09953511

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

5-Bromo-2-methoxypyrimidin-4-amine|CS-0018943

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General Information

  • CAS No. 148214-56-6
  • Cat. No. CS-0018943
  • Purity ≥96%
  • MDL No. MFCD09953511
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrN₃O
  • Molecular Weight 204.02
  • Synonym(s) 5-BROMO-2-METHOXYPYRIMIDIN-4-YLAMINE
  • SMILES NC1=NC(OC)=NC=C1Br

Description

5-Bromo-2-methoxypyrimidin-4-amine integrates a bromine atom at the 5-position and a methoxy group at the 2-position, delivering a versatile scaffold for nucleophilic substitution and cross-coupling reactions. The electron-deficient pyrimidine core pairs with the amine functionality to enable efficient derivatization in medicinal chemistry and agrochemical synthesis.

Application

5-Bromo-2-methoxypyrimidin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The bromine and amine groups offer orthogonal reactivity for sequential derivatization, while the methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and readily purified by flash chromatography, it facilitates the construction of pyrimidine-based scaffolds prevalent in kinase inhibitors and antiviral agents.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 56, p. 134,138

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

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Computational Chemistry Data

  • TPSA   61.03
  • LogP   0.8299
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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