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tert-Butyl 3-iodo-1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate

  • CAS No. 661487-17-8

  • Cat. No. CS-0048282
  • Purity≥95%
  • MDL No.MFCD27978466

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

tert-Butyl 3-iodo-1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate|CS-0048282

Structure of 661487-17-8

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General Information

  • CAS No. 661487-17-8
  • Cat. No. CS-0048282
  • Purity ≥95%
  • MDL No. MFCD27978466
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆IN₃O₂
  • Molecular Weight 349.17
  • Synonym(s) tert-butyl 3-iodo-6,7-dihydro-1H-pyrazolo[4,3-c]pyridine-5(4H)-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CCC2=C(C1)C(I)=NN2

Description

tert-Butyl 3-iodo-1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a reactive iodide at the 3-position. This site enables efficient late-stage functionalization via palladium-catalyzed cross-coupling reactions. The tert-butyl ester group offers enhanced solubility and stability during synthetic manipulations. The fused pyrazolo[4,3-c]pyridine core provides a rigid, electron-deficient scaffold ideal for pharmaceutical and agrochemical applications.

Application

tert-Butyl 3-iodo-1H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate serves as a versatile building block for constructing substituted pyrazolopyridine scaffolds via palladium-catalyzed cross-coupling reactions. The iodide group enables reliable functionalization under standard Suzuki, Stille, or Negishi conditions, while the tert-butyl ester offers stability and ease of removal during late-stage deprotection. This compound exhibits excellent bench stability and compatibility with diverse functional groups, facilitating efficient access to complex heterocyclic architectures relevant to medicinal chemistry research.

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   58.22
  • LogP   2.3075
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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