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CS-W001157 4
Total: USD 88.00

5-Fluoropyrimidin-2-amine

  • CAS No. 1683-85-8

  • Cat. No. CS-W018630
  • Molecule weight113.09
  • Purity≥98%
  • MDL No.MFCD11846500

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

5-Fluoropyrimidin-2-amine|CS-W018630

Structure of 1683-85-8

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General Information

  • CAS No. 1683-85-8
  • Cat. No. CS-W018630
  • Purity ≥98%
  • MDL No. MFCD11846500
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄FN₃
  • Molecular Weight 113.09
  • Synonym(s) Amino-5-fluoropyrimidine,2-
  • SMILES NC1=NC=C(C=N1)F

Description

5-Fluoropyrimidin-2-amine serves as a key heterocyclic scaffold in medicinal chemistry, integrating a fluorine atom at the C5 position with an amino group at C2. This combination imparts enhanced metabolic stability and targeted electronic properties, enabling efficient incorporation into kinase inhibitors and antiviral agents. The molecule exhibits robust bench stability and compatibility with standard synthetic protocols.

Application

5-Fluoropyrimidin-2-amine serves as a key building block in medicinal chemistry, enabling the synthesis of fluorinated heterocyclic scaffolds prevalent in kinase inhibitors and antiviral agents. Its reactivity facilitates nucleophilic substitution at C5 and amine-directed functionalization, supporting diverse coupling strategies. The compound exhibits good bench stability and compatibility with standard purification techniques, making it a practical choice for iterative library synthesis and API development.

Synthesis

  • Route1

    References

    • Glaxosmithkline LLC; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T. Patent: US2013/345120 A1, 2013 ; Location in patent: Page/Page column ;
  • Route2
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      128229-03-8
    • In-stock
      6M Guanidine (hydrochloride) Solution|CS-1350116
      50-01-1
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      109-89-7
    • ~%
    • In-stock
      5-Fluoropyrimidin-2-amine|CS-W018630
      1683-85-8

    References

    • Tetrahedron Letters, , vol. 36, # l p. 1527 - 1530

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   51.8
  • LogP   0.1979
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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