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

  • CAS No. 1352897-20-1

  • Cat. No. CS-0054682
  • Purity≥98%
  • MDL No.None

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

Methyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate|CS-0054682

Structure of 1352897-20-1

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General Information

  • CAS No. 1352897-20-1
  • Cat. No. CS-0054682
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂O₂
  • Molecular Weight 255.07
  • Synonym(s) Pyrazolo[1,5-a]pyridine-3-carboxylic acid, 5-bromo-, methyl ester (ACI)
  • SMILES O=C(C1=C2C=C(Br)C=CN2N=C1)OC

Description

Methyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate features a brominated pyrazolopyridine core with a methyl ester at the 3-position, enabling direct incorporation into cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the ester group offers a handle for further functionalization. This bench-stable compound serves as a key building block in medicinal chemistry and materials synthesis.

Application

Methyl 5-bromopyrazolo[1,5-a]pyridine-3-carboxylate serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The bromine at the 5-position enables palladium-catalyzed cross-coupling reactions, while the ester group facilitates further functionalization. Its stability under standard reaction conditions and compatibility with diverse coupling partners make it ideal for medicinal chemistry applications requiring modular synthesis of pyrazolo[1,5-a]pyridine derivatives.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   43.6
  • LogP   1.8834
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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