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CS-W001157 4
Total: USD 88.00

5-Phenylpyrimidin-2-amine

  • CAS No. 31408-23-8

  • Cat. No. CS-0160722
  • Purity≥97%
  • MDL No.MFCD01646362

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

5-Phenylpyrimidin-2-amine|CS-0160722

Structure of 31408-23-8

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General Information

  • CAS No. 31408-23-8
  • Cat. No. CS-0160722
  • Purity ≥97%
  • MDL No. MFCD01646362
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉N₃
  • Molecular Weight 171.20
  • Synonym(s) 2-Pyrimidinamine, 5-Phenyl- (9CI)
  • SMILES NC1=NC=C(C2=CC=CC=C2)C=N1

Description

5-Phenylpyrimidin-2-amine features a conjugated pyrimidine core bearing a phenyl ring at the 5-position and an amino group at C2, delivering enhanced electron density and planarity. This structural motif enables effective integration into pharmaceutical scaffolds and functional materials. The compound exhibits robust stability under standard conditions and facilitates direct coupling in transition-metal-catalyzed transformations.

Application

5-Phenylpyrimidin-2-amine serves as a versatile scaffold in medicinal chemistry, enabling efficient construction of heterocyclic frameworks via palladium-catalyzed cross-coupling and electrophilic substitution. Its robust bench stability and compatibility with diverse functional groups facilitate straightforward derivatization for target-focused libraries. The molecule functions as a key building block in kinase inhibitor development and other bioactive compound series.

Synthesis

  • Route1

    References

    • Liu, Chun; Han, Na; Song, Xiaoxiao; Qiu, Jieshan European Journal of Organic Chemistry, 2010 , # 29 p. 5548 - 5551
  • Route2

    References

    • Borhade, Sanjay R.; Waghmode, Suresh B. Beilstein Journal of Organic Chemistry, 2011 , vol. 7, p. 310 - 319
  • Route3
    • null|null
      108-86-1
    • In-stock
      (2-Aminopyrimidin-5-yl)boronic acid|CS-W001004
      936250-22-5
    • ~65%
    • In-stock
      5-Phenylpyrimidin-2-amine|CS-0160722
      31408-23-8

    References

    • Borhade, Sanjay R.; Waghmode, Suresh B. Beilstein Journal of Organic Chemistry, 2011 , vol. 7, p. 310 - 319

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-P330-P405-P501

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   1.7258
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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