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CS-W001157 4
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5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile

  • CAS No. 51516-70-2

  • Cat. No. CS-0104216
  • Purity≥98%
  • MDL No.MFCD00102729

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

5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile|CS-0104216

Structure of 51516-70-2

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General Information

  • CAS No. 51516-70-2
  • Cat. No. CS-0104216
  • Purity ≥98%
  • MDL No. MFCD00102729
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇FN₄
  • Molecular Weight 202.19
  • Synonym(s) 5-AMINO-4-CYANO-1-(4-FLUOROPHENYL)PYRAZOLE
  • SMILES N#CC1=C(N)N(C2=CC=C(F)C=C2)N=C1

Description

5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile features a conjugated pyrazole core bearing an electron-rich amino group and a strongly electron-withdrawing nitrile, flanked by a 4-fluorophenyl substituent. This combination imparts enhanced solubility and reactivity in transition metal-catalyzed coupling processes. The molecule exhibits bench-stable handling characteristics under standard conditions.

Application

5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile serves as a versatile building block in medicinal chemistry, enabling rapid access to functionalized pyrazole scaffolds. The amino and nitrile groups facilitate diverse downstream transformations, including amidation, cyclization, and coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for parallel library synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • Moyano, Elizabeth L.; Colomer, Juan Pablo; Yranzo, Gloria I. European Journal of Organic Chemistry, 2008 , # 19 p. 3377 - 3381
  • Route2

    References

    • Daniels, R. Nathan; Kim, Kwangho; Lebois, Evan P.; Muchalski, Hubert; Hughes, Mary; Lindsley, Craig W. Tetrahedron Letters, 2008 , vol. 49, # 2 p. 305 - 310
  • Route3
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      371-40-4
    • ~%
    • In-stock
      5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile|CS-0104216
      51516-70-2

    References

    • Harden; Quinn; Scammells Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2892 - 2898

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   67.63
  • LogP   1.46528
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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