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tert-Butyl 3-(trifluoromethyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate

  • CAS No. 1022931-73-2

  • Cat. No. CS-0080400
  • Purity≥95%
  • MDL No.MFCD11044975

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

tert-Butyl 3-(trifluoromethyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate|CS-0080400

Structure of 1022931-73-2

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General Information

  • CAS No. 1022931-73-2
  • Cat. No. CS-0080400
  • Purity ≥95%
  • MDL No. MFCD11044975
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆F₃N₃O₂
  • Molecular Weight 291.27
  • Synonym(s) tert-butyl 3-(trifluoromethyl)-1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate
  • SMILES FC(F)(F)C1=NNC2=C1CN(C(OC(C)(C)C)=O)CC2

Description

tert-Butyl 3-(trifluoromethyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate features a trifluoromethyl-substituted pyrazolopyridine core with a bench-stable tert-butyl ester handle. This electron-deficient heterocycle integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active agents. The dihydro-pyrazole scaffold provides structural rigidity and enhanced metabolic stability.

Application

tert-Butyl 3-(trifluoromethyl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient access to pyrazolopyridine scaffolds. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the tert-butyl ester facilitates straightforward deprotection under mild acidic conditions. The dihydro-pyrazolo[4,3-c]pyridine core exhibits predictable reactivity in cross-coupling and functionalization reactions, supporting its use in medicinal chemistry campaigns requiring robust, bench-stable intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.22
  • LogP   2.7217
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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