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CS-W001157 4
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4-Aminopyrimidine-5-carbaldehyde

  • CAS No. 16357-83-8

  • Cat. No. CS-0054428
  • Purity≥97%
  • MDL No.None

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

4-Aminopyrimidine-5-carbaldehyde|CS-0054428

Structure of 16357-83-8

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General Information

  • CAS No. 16357-83-8
  • Cat. No. CS-0054428
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅N₃O
  • Molecular Weight 123.11
  • Synonym(s) 5-Pyrimidinecarboxaldehyde, 4-amino- (8CI,9CI)
  • SMILES NC1=C(C=O)C=NC=N1

Description

4-Aminopyrimidine-5-carbaldehyde features a conjugated pyrimidine core with complementary amine and aldehyde functionalities, enabling direct integration into heterocyclic scaffolds. This bifunctional molecule supports efficient coupling reactions and serves as a key intermediate in the synthesis of kinase inhibitors and bioactive nitrogen-rich architectures.

Application

4-Aminopyrimidine-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyrimidine-based heterocycles through standard condensation and coupling reactions. Its dual functionality—primary amine and aldehyde—facilitates orthogonal derivatization, supporting diverse scaffold elaboration. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Anderson, Kevin; Chen, Yi; Chen, Zhi; Luk, Kin-Chun; Rossman, Pamela Loreen; Sun, Hongmao; Wovkulich, Peter Michael Patent: US2012/184542 A1, 2012 ; Location in patent: Page/Page column 79 ; US 20120184542 A1

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   68.87
  • LogP   -0.1287
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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