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Methyl 3-bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylate

  • CAS No. 1448862-61-0

  • Cat. No. CS-0161058
  • Purity≥97%
  • MDL No.MFCD26407241

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

Methyl 3-bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylate|CS-0161058

Structure of 1448862-61-0

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General Information

  • CAS No. 1448862-61-0
  • Cat. No. CS-0161058
  • Purity ≥97%
  • MDL No. MFCD26407241
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrN₂O₂
  • Molecular Weight 259.10
  • Synonym(s) Pyrazolo[1,5-a]pyridine-2-carboxylic acid, 3-bromo-4,5,6,7-tetrahydro-, methyl ester
  • SMILES O=C(C1=NN2CCCCC2=C1Br)OC

Description

Methyl 3-bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylate features a brominated tetrahydropyrazolopyridine core with a methyl ester handle, enabling direct incorporation into diverse synthetic sequences. The electron-deficient heterocyclic scaffold supports transition metal-catalyzed functionalization and serves as a key intermediate in the development of bioactive nitrogen-containing compounds.

Application

Methyl 3-bromo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-2-carboxylate serves as a versatile building block for the synthesis of substituted pyrazolo[1,5-a]pyridine scaffolds. The bromine at C3 enables palladium-catalyzed cross-coupling reactions, while the ester group facilitates selective transformations and derivatization. Its bench-stable nature and compatibility with diverse functional groups support efficient route development in medicinal chemistry and process synthesis.

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   44.12
  • LogP   1.7685
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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