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CS-W001157 4
Total: USD 88.00

5-Aminopyrimidine

  • CAS No. 591-55-9

  • Cat. No. CS-D0764
  • Purity≥97%
  • MDL No.MFCD01529870

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

5-Aminopyrimidine|CS-D0764

Structure of 591-55-9

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General Information

  • CAS No. 591-55-9
  • Cat. No. CS-D0764
  • Purity ≥97%
  • MDL No. MFCD01529870
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅N₃
  • Molecular Weight 95.10
  • Synonym(s) None
  • SMILES NC1=CN=CN=C1

Description

5-Aminopyrimidine delivers a strategically positioned amino group on the pyrimidine scaffold, enabling direct incorporation into heterocyclic architectures. This electron-rich functionality enhances reactivity in cross-coupling and cyclization processes, serving as a key building block for bioactive compounds and pharmaceutical intermediates under standard conditions.

Application

5-Aminopyrimidine serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of heterocyclic scaffolds through straightforward functionalization at the amino and pyrimidine ring positions. Its stability under standard reaction conditions and compatibility with diverse coupling protocols facilitate efficient access to pharmaceutical intermediates and kinase inhibitor frameworks.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM PHARMACEUTICALS, INC. Patent: WO2005/30213 A1, 2005 ; Location in patent: Page/Page column 176 ; WO 2005/030213 A1
  • Route2

    References

    • Phillips, Oludotun A.; Murthy, K.S Keshava; Fiakpui, Charles Y.; Knaus, Edward E. Canadian Journal of Chemistry, 1999 , vol. 77, # 2 p. 216 - 222
  • Route3

    References

    • Latli, Bachir; Jones, Paul-James; Krishnamurthy, Dhileepkumar; Senanayake, Chris H. Journal of Labelled Compounds and Radiopharmaceuticals, 2008 , vol. 51, # 1 p. 54 - 58

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   0.0588
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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