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Methyl 5-formylpyrazolo[1,5-a]pyridine-3-carboxylate

  • CAS No. 936637-97-7

  • Cat. No. CS-0040685
  • Purity≥98%
  • MDL No.MFCD16987698

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

Methyl 5-formylpyrazolo[1,5-a]pyridine-3-carboxylate|CS-0040685

Structure of 936637-97-7

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General Information

  • CAS No. 936637-97-7
  • Cat. No. CS-0040685
  • Purity ≥98%
  • MDL No. MFCD16987698
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈N₂O₃
  • Molecular Weight 204.18
  • Synonym(s) SCHEMBL5030728
  • SMILES O=C(C1=C2C=C(C=O)C=CN2N=C1)OC

Description

Methyl 5-formylpyrazolo[1,5-a]pyridine-3-carboxylate features a uniquely positioned formyl group at the 5-position of a pyrazolo[1,5-a]pyridine scaffold, enabling direct functionalization in late-stage diversification. The ester moiety enhances solubility and stability under standard conditions, while the electron-deficient heterocycle supports efficient coupling reactions. This compound serves as a key intermediate for bioactive molecule synthesis.

Application

Methyl 5-formylpyrazolo[1,5-a]pyridine-3-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging its dual functionality—formyl and ester groups—for sequential transformations. The formyl group enables efficient imine formation and reductive amination, while the ester supports palladium-catalyzed cross-coupling reactions. Bench-stable and compatible with common protecting group strategies, it facilitates streamlined access to pyrazolopyridine-based scaffolds relevant in medicinal chemistry and agrochemical research.

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-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   60.67
  • LogP   0.9334
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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