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Methyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate

  • CAS No. 1053656-37-3

  • Cat. No. CS-0061817
  • Purity≥97%
  • MDL No.MFCD10566316

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

Methyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate|CS-0061817

Structure of 1053656-37-3

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General Information

  • CAS No. 1053656-37-3
  • Cat. No. CS-0061817
  • Purity ≥97%
  • MDL No. MFCD10566316
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅Cl₂N₃O₂
  • Molecular Weight 246.05
  • Synonym(s) Pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, 5,7-dichloro-, methyl ester
  • SMILES COC(=O)C1=C2N=C(C=C(Cl)N2N=C1)Cl

Description

Methyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate features a fused pyrazolopyrimidine core bearing two chlorine substituents at electron-rich positions, enabling direct functionalization in cross-coupling and heterocyclic elaboration. This bench-stable, moisture-tolerant derivative integrates readily into synthetic sequences requiring halogen-directed C–H activation or transition-metal-catalyzed diversification.

Application

Methyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-3-carboxylate serves as a versatile building block for the synthesis of pyrazolo[1,5-a]pyrimidine-based scaffolds. Its dichloro substitution pattern enables regioselective functionalization at C5 and C7, while the ester group facilitates downstream transformations such as hydrolysis or coupling reactions. The compound exhibits good bench stability and is compatible with standard cross-coupling and nucleophilic substitution protocols, making it valuable 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   56.49
  • LogP   1.8227
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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