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CS-W001157 4
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3-Chloro-1H-pyrazolo[3,4-c]pyridine

  • CAS No. 76006-14-9

  • Cat. No. CS-0101195
  • Purity≥96%
  • MDL No.MFCD11846323

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

3-Chloro-1H-pyrazolo[3,4-c]pyridine|CS-0101195

Structure of 76006-14-9

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General Information

  • CAS No. 76006-14-9
  • Cat. No. CS-0101195
  • Purity ≥96%
  • MDL No. MFCD11846323
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClN₃
  • Molecular Weight 153.57
  • Synonym(s) 1H-Pyrazolo[3,4-c]pyridine, 3-chloro-
  • SMILES ClC1=NNC2=C1C=CN=C2

Description

3-Chloro-1H-pyrazolo[3,4-c]pyridine is a heterocyclic scaffold featuring a chlorinated pyrazolopyridine core, offering enhanced electron deficiency and rigidity. This structural motif serves as a key building block in medicinal chemistry, enabling efficient incorporation into bioactive molecules through directed functionalization at the pyridine and pyrazole positions.

Application

3-Chloro-1H-pyrazolo[3,4-c]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. Its chloro substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and aryl-alkyl scaffolds. The fused pyrazolo[3,4-c]pyridine core exhibits good bench stability and functional group tolerance, making it suitable for multi-step syntheses.

Synthesis

  • Route1

    References

    • Milhavet; Bernal; Gueiffier; Contastin; Chapat; Teulade; Carpy; Grassy Archiv der Pharmazie, 1989 , vol. 322, # 12 p. 885 - 887

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   1.6113
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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